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[ CAS No. 613-54-7 ] {[proInfo.proName]}

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Chemical Structure| 613-54-7
Chemical Structure| 613-54-7
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Product Details of [ 613-54-7 ]

CAS No. :613-54-7 MDL No. :MFCD00004109
Formula : C12H9BrO Boiling Point : -
Linear Structure Formula :- InChI Key :YHXHHGDUANVQHE-UHFFFAOYSA-N
M.W : 249.10 Pubchem ID :69179
Synonyms :

Safety of [ 613-54-7 ]

Signal Word:Danger Class:8
Precautionary Statements:P261-P280-P305+P351+P338-P310 UN#:3261
Hazard Statements:H314-H335 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 613-54-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 613-54-7 ]

[ 613-54-7 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 60827-45-4 ]
  • [ 613-54-7 ]
  • [ 1207291-20-0 ]
  • [ 1207291-19-7 ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; In toluene; at 130℃;Product distribution / selectivity; Example 23; Synthesis of (4S)-trans-,cis-2-(4-chlorophenyl)-2-bromomethyl-4-chloromethyl-1,3-dioxolane suppressing halogen exchange between substrates A mixture of 2-bromo-4'-chloroacetophenone (4.94 g, 2-chloro-4'-chloroacetophenone content=0.09%), p-toluenesulfonic acid monohydrate (0.20 g, 0.05 equivalent) and toluene (100 mL) was refluxed at 130C using an azeotropic distillation device with a Dean-Stark tube, and (S)-monochlorohydrin (2.59 g, 1.1 equivalents, >99%ee) was added dropwise under reflux such that the amount of the (S)-monochlorohydrin present in the reaction solution would be not more than 0.1 equivalent (not more than 2.1 mmol) relative to the amount of 2-bromo-4'-chloroacetophenone to be used (21.2 mmol), while analyzing the progress of the reaction by GC. After confirmation of the completion of the azeotropic distillation, the reaction mixture was cooled and washed with 10% aqueous sodium hydrogen carbonate solution and 10% brine. The solvent was evaporated under reduced pressure to give (4S)-trans-,cis-2-(4-chlorophenyl)-2-bromomethyl-4-chloromethyl-1,3-dioxolane (6.56 g, >99%ee). Here, the content percentage of (4S)-trans-,cis-2-(4-chlorophenyl)-2-chloromethyl-4-chloromethyl-1,3-dioxolane halogen-exchanged with a chlorine atom was 0.09%. Examples 30 to 41 Synthesis of (4S)-trans-cis-2-aryl-2-bromomethyl-4-chloromethyl-1,3-dioxolane suppressing halogen exchange In Examples 30 to 41, reactions were performed according to Example 23 and using aryl(bromomethyl)ketones (halogen-exchanged compound content<0.1%) shown in Table 7 and Table 8. The results are shown in Table 9 and Table 10 together with Example 23.
  • 2
  • [ 605-32-3 ]
  • [ 613-54-7 ]
  • 2-(2-(naphthalen-2-yl)-2-oxoethoxy)anthracene-9,10-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
89% General procedure: General Procedure. 2-Hydroxyanthraquinone (4)/2-hydroxyxanthone (5)/2-hydroxycarbazole(6) (10 mmol), K2CO3 (10 mmol), and dry N,N-dimethylformamide (DMF) (50 mL) were stirred at room temperature (r.t.) for 30 min. To this soln. was added 2-(bromoacetyl) naphthalene/different substituents 2-bromoacetophenone (10 mmol) in dry DMF (10 mL) in one portion. The resulting mixture was stirred at r.t. for 24 h (TLC monitoring)and then poured into ice-water (100 mL). The yellow solid thus obtained was collected and purified by column chromatography on silica gel using CH2Cl2/MeOH 20:1. The proper fractions were combined and evaporated to furnish a residual solid which was crystallized from Et2O and CH2Cl2.
  • 3
  • [ 40263-57-8 ]
  • [ 931-53-3 ]
  • [ 613-54-7 ]
  • (3-(cyclohexylamino)furo[3,2-b]pyridin-2-yl)(naphthalen-2-yl)methanone [ No CAS ]
  • 4
  • [ 3382-18-1 ]
  • [ 613-54-7 ]
  • C46H42N2O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
49% With potassium phosphate; In acetonitrile; at 70℃;Molecular sieve; General procedure: A mixture of 3,4-dihydro-isoquinoline imine 1 (0.2 mmol), arylacyl bromides 2 (0.24 mmol), K3PO4 (0.24 mmol), 4? molecular sieves (powder, 50 mg) and MeCN (0.5 mL) was stirred at 70C for 1.5-3h. Upon the consumption of imine 1 (monitored by TLC), the reaction was cooled to room temperature, filtered, concentrated and purified by a silica gel flash chromatography (PE/EtOAc) to afford compound 3.
  • 5
  • [ 149057-19-2 ]
  • [ 613-54-7 ]
  • 4-benzyl 1-(tert-butyl) 2-(2-(naphthalen-2-yl)-2-oxoethyl) piperazine-1,2,4-tricarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
CS2CO3 (0.5 eq) was added to a stirred solution of 4-((benzyloxy)carbonyl)-l-(tert- butoxycarbonyl)piperazine-2-carboxylic acid (1.0 eq) in EtOH (0.54 M) . Stirring was continued at 20 C for 2 h then solvent was evaporated and cesium 4-((benzyloxy)carbonyl)-l-(tert-butoxycarbonyl)-l,4-diazepane-5-carboxylate was dried at high vacuum pump for 1 h, then it was dissolved with DMF (0.54 M) and 2-bromo-l-(naphthalen-2-yl)ethan-l-one (1.0 eq) was added. The mixture was stirred at 20 C for 1 h, then DMF was removed under reduced pressure co- evaporating with toluene. The residue was diluted with EtOAc and filtered off. Filtrate was evaporated to give 4-benzyl 1 -(tert-butyl) 2-(2-(naphthalen-2-yl)-2-oxoethyl) piperazine-1,2,4-tricarboxylate. The latter was dissolved with toluene (0.13 M) and NH4OAc (20 eq) was added. The mixture was stirred at reflux using a Dean Stark apparatus for 30 min. Toluene was removed under reduced pressure, the residue was diluted with EtOAc, washed with sat. aq. NaHC03, brine, dried and concentrated to give an orange oily residue. This material was purified by flash chromatography (petroleum ether/EtOAc from 95:5 to 20:80) to give the title compound (86%) as an orange solid. MS (ES+) m/z 513 (M+H)+.
  • 6
  • [ 149057-19-2 ]
  • [ 613-54-7 ]
  • 4-benzyl 1-(tert-butyl) 2-(5-(naphthalen-2-yl)-1H-imidazol-2-yl)piperazine-1,4-dicarboxylate [ No CAS ]
  • 7
  • [ 19932-85-5 ]
  • [ 613-54-7 ]
  • 6-bromo-3-(2-(naphthalen-2-yl)-2-oxoethyl)benzo[d]oxazol-2(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% General procedure: To a stirred suspension of benzo [d]oxazol-2(3H)-one derivative,or benzimidazole, or 2H-benzo [b] [1,4]oxazin-3(4H)-one(1.0 mmol), anhydrous K2CO3 (1.2 mmol) was added in the DMFsolvent for 20 min at 70 C. Then bromoacetylated 1a-1f or 2a-2c(1.3 mmol) and TBAI (0.1 mmol) were added simultaneously. Thereaction was stirred and heated for 4 h. After completion, themixture was extracted with EtOAc/H2O three times. The combinedorganic layers were washed with brine, dried over anhydrousNa2SO4, filtered and concentrated under reduced pressure. Thecrude product was purified by silica gel column chromatographyeluting with EtOAc/PE (3:1e8:1) to afford compounds B01-B29,C01-C03.
  • 8
  • [ 56354-98-4 ]
  • [ 613-54-7 ]
  • 6-amino-3-(2-(naphthalen-2-yl)-2-oxoethyl)benzo[d]thiazol-2(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
20% General procedure: To a stirred suspension of benzo [d]oxazol-2(3H)-one derivative,or benzimidazole, or 2H-benzo [b] [1,4]oxazin-3(4H)-one(1.0 mmol), anhydrous K2CO3 (1.2 mmol) was added in the DMFsolvent for 20 min at 70 C. Then bromoacetylated 1a-1f or 2a-2c(1.3 mmol) and TBAI (0.1 mmol) were added simultaneously. Thereaction was stirred and heated for 4 h. After completion, themixture was extracted with EtOAc/H2O three times. The combinedorganic layers were washed with brine, dried over anhydrousNa2SO4, filtered and concentrated under reduced pressure. Thecrude product was purified by silica gel column chromatographyeluting with EtOAc/PE (3:1e8:1) to afford compounds B01-B29,C01-C03.
  • 9
  • [ 36822-11-4 ]
  • [ 613-54-7 ]
  • 2‐((2‐(naphthalen‐2‐yl)‐2‐oxoethyl)thio)‐4‐phenylpyrimidin‐6(3H)‐one [ No CAS ]
  • 10
  • [ 14292-44-5 ]
  • [ 613-54-7 ]
  • C20H20N2S [ No CAS ]
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Technical Information

? Alkyl Halide Occurrence ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Clemmensen Reduction ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Henry Nitroaldol Reaction ? Hiyama Cross-Coupling Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Reformatsky Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Stobbe Condensation ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction
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