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[ CAS No. 3262-89-3 ] {[proInfo.proName]}

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Chemical Structure| 3262-89-3
Chemical Structure| 3262-89-3
Structure of 3262-89-3 * Storage: {[proInfo.prStorage]}

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Product Details of [ 3262-89-3 ]

CAS No. :3262-89-3 MDL No. :MFCD00014587
Formula : C18H15B3O3 Boiling Point : -
Linear Structure Formula :(OBC6H5)3 InChI Key :VOXXGUAZBWSUSS-UHFFFAOYSA-N
M.W : 311.74 Pubchem ID :72595
Synonyms :

Safety of [ 3262-89-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 3262-89-3 ]

* 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 [ 3262-89-3 ]

[ 3262-89-3 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 3262-89-3 ]
  • [ 149-32-6 ]
  • [ 71166-92-2 ]
  • 2
  • [ 3262-89-3 ]
  • [ 78603-91-5 ]
  • (S)-2,5,5-triphenyl-4-methyl-[1,3,2]oxazaborolidine [ No CAS ]
  • 3
  • [ 3262-89-3 ]
  • [ 6298-19-7 ]
  • [ 101601-80-3 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate;palladium diacetate; triphenylphosphine; In water; toluene; for 4h;Heating / reflux; 1.05 g (4 mmols) of triphenyl phosphine, 0.224 g (1 mmol) of palladium acetate and 750 ml of toluene were fed into a 3000-ml reactor equipped with a thermometer, a condenser and a stirrer, and stirred at 20 C. for 15 minutes. Next, 96.8 g (0.933 mols) of triphenylboroxine, 100.0 g (0.778 mols) of 3-amino-2-chloropyridine, and 950.0g (1.9 mols) of aqueous 21% sodium carbonate solution were fed into the reactor. The mixed slurry was heated and stirred at its boiling point for 4 hours. The reaction liquid was cooled to room temperature, and subjected to liquid-liquid separation to remove the aqueous layer. The toluene layer was washed with 200 g of water and then concentrated under reduced pressure to obtain 3-amino-2-phenylpyridine (purity 97.0%). [0036] 20 g of the thus-obtained 3-amino-2-phenylpyridine, 100 ml of 35% hydrochloric acid, 300 ml of water, and 20 g of 5% Pt/C (50% hydrate) were put into a 1000-ml glass autoclave, and stirred in a hydrogen atmosphere at about 30 C. under a pressure of 0.3 to 0.4 MPa for 13 hours. After the reaction, this was filtered to remove the catalyst. The filtrate was adjusted to have a pH of 12 with aqueous 48% sodium hydroxide solution added thereto, and then extracted with 300 ml of chloroform. The aqueous layer was removed through liquid-liquid separation, and the chloroform layer was concentrated to obtain 19.4 g of oily, racemic cis-3-amino-2-phenylpiperidine. Its chemical purity was 82.4%. [0037] 5.71 g (26.7 mmols) of the thus-obtained racemic cis-3-amino-2-phenylpiperidine, 8.16 g (26.7 mmols) of N-benzenesulfonyl-L-phenylalanine, and 22.6 g of methanol were fed into a 100-ml flask equipped with a stirrer, a thermometer and a condenser. This was heated at 50 to 55 C., and stirred for 1 hour at the temperature, and then cooled to 20 C. over a period of about 2 hours. The precipitated crystal was taken out through filtration, and dried to obtain 5.36 g of a salt. In the salt, the content of 3-amino-2-phenylpiperidine was 33.9%, and the optical purity of the (2R,3R) isomer was 93% d.e. Next, 0.5 g of aqueous 48% sodium hydroxide solution, 1 ml of water and 5 ml of chloroform were added to 0.3 g of the salt, and stirred at room temperature to extract out 3-amino-2-phenylpiperidine. After liquid-liquid separation, the chloroform layer was analyzed through gas chromatography, which confirmed that the purity of 3-amino-2-phenylpiperidine was 99.4% except the solvent peak.
  • 4
  • [ 92197-18-7 ]
  • [ 3262-89-3 ]
  • [ 4107-98-6 ]
  • 5
  • [ 3262-89-3 ]
  • [ 570-02-5 ]
  • [ 64461-92-3 ]
YieldReaction ConditionsOperation in experiment
76% With palladium(II) trifluoroacetate; silver carbonate; glyoxal bis(N-methyl-N-phenylhydrazone); In dimethyl sulfoxide; at 80℃; for 2h; General procedure: To a mixture of arylcarboxylic acid (0.20 mmol), Ag2CO3 (165 mg, 0.60 mmol), Pd(TFA)2 (5.0 mg, 0.015 mmol, 7.5 mol %), and ligand 1d (4.0 mg, 0.015 mmol, 7.5 mol %) in DMSO (1.0 mL) was addedarylboroxin (0.40 mmol) at room temperature under an atmosphere of air.After the mixture was stirred at 80?C for 2 h, the mixture was diluted withethyl acetate and water. The organic layer was washed with brine, dried overMgSO4, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/EtOAc = 20:1).
  • 6
  • [ 3262-89-3 ]
  • [ 13031-43-1 ]
  • C16H14O2 [ No CAS ]
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