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[ CAS No. 227947-06-0 ] {[proInfo.proName]}

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Chemical Structure| 227947-06-0
Chemical Structure| 227947-06-0
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Product Details of [ 227947-06-0 ]

CAS No. :227947-06-0 MDL No. :MFCD02683414
Formula : C21H27ClO5 Boiling Point : -
Linear Structure Formula :- InChI Key :HDTYUHNZRYZEEB-UHFFFAOYSA-N
M.W : 394.89 Pubchem ID :4166922
Synonyms :
Chemical Name :3-(4-(2-(4-(3-Chloro-2-hydroxypropoxy)phenyl)propan-2-yl)phenoxy)propane-1,2-diol

Safety of [ 227947-06-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 227947-06-0 ]

* 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 [ 227947-06-0 ]

[ 227947-06-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 13634-08-7 ]
  • [ 5581-32-8 ]
  • C25H33ClO6 [ No CAS ]
  • [ 13717-49-2 ]
  • [ 227947-06-0 ]
  • C23H28Cl2O5 [ No CAS ]
  • C23H30O6 [ No CAS ]
  • C23H29ClO6 [ No CAS ]
  • C25H33Cl3O5 [ No CAS ]
  • [ 4809-35-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride;propylene glycol methyl ether acetate; In 1-methoxy-2-propanol; at 100 - 105℃; for 5.5h; D. Convesion of Bisphenol A Bis(α-dihydroxy) Derivative to the Bis(α-chlorohydrin) Intermediate, Bis(3-chloro-2-hydroxypropyl)ether of 4,4'-bisphenol A; [00277] In this part of Example 1, a 100-ml, four-necked, glass reactor equipped with a cooling condenser connected to a gas scrubber containing 40% KOH, a thermometer, a magnetic stirrer, a fritted glass gas inlet tube, and a heating lamp with thermo-controller was employed. To the reactor were added 1 g (2.66 mmol) of crude bis(α-dihydroxy) derivative of bisphenol A from Part C above, 2.5 g (18.9 mmol) of 1-methoxy-2-propanol acetate as catalyst, and 15 g of 1-methoxy 2-propanol as solvent. The mixture was heated to 100-105 C. HCl gas was slowly bubbled into the mixture for about 5.5 hours after which time GC analysis showed greater than 95% of the bis(α-dihydroxy) derivative of bisphenol A was converted into the bis(α-chlorohydrin) intermediate of bisphenol A, the structure of which was confirmed by GC comparison with standard bisphenol A bis(α-chlorohydrin) obtained from the conventional coupling of bisphenol A and epichlorohydrin. The structure of the product bisphenol A bis(α-chlorohydrin), bis(3-chloro-2-hydroxypropyl)ether of 4,4'-bisphenol A, was further confirmed by HPLC/MS analysis, which is summarized in Table I below.
  • 2
  • [ 4809-35-2 ]
  • [ 13836-48-1 ]
  • C21H25ClO4 [ No CAS ]
  • C23H27ClO5 [ No CAS ]
  • C23H28O6 [ No CAS ]
  • C24H32O7 [ No CAS ]
  • [ 227947-06-0 ]
  • C24H32O6 [ No CAS ]
  • [ 1675-54-3 ]
  • [ 76002-91-0 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In 1-methoxy-2-propanol; water; at 25 - 52℃; for 2.5h; E. Conversion of Bisphenol A Bis(α-chlorohydrin) Intermediate to Bisphenol A Diglycidyl Ether Epoxy Resin; [00279] In this part of Example 1, a 250-ml, four-necked, glass reactor equipped with a cooling condenser, a thermometer, a magnetic stirrer, an addition funnel for liquids, and a heating lamp with a thermo-controller was employed. Into the reactor was transferred crude bis(α-chlorohydrin) derivative of bisphenol A prepared via a chloride substitution process and described in Experiment C2 of Example 2 of U.S. Pat. No. 6,534,621, incorporated herein by reference. To the reactor was also added 100 g of 1-methoxy-2-hydroxypropane as solvent. At ambient temperature, 12 g of 50% aqueous NaOH solution (0.15 mole) was added slowly to the mixture over a period of 30 minutes, after which the mixture was allowed to react for about an additional 30 minutes in order to neutralize unreacted HCl dissolved in the mixture. [00280] After removing the resulting precipitated salt by filtration, the resultant solution was transferred into another 250-mL, four-necked, glass reactor equipped with a cooling condenser, a thermometer, a magnetic stirrer, an addition funnel for liquids, and a heating lamp with a thermo-controller. The solution was heated to 50-52 C. Using the addition funnel, 12 g of 50% aqueous NaOH solution (0.15 mole) was added slowly to the heated solution over a period of 60 minutes at 50-52 C., after which time the resulting reaction mixture was allowed to react for about an additional 60 minutes at 50-52 C. GC analysis of the resultant product indicated that greater than 90% of the bis(α-chlorohydrin) derivative was converted into bisphenol A diglycidyl ether (BADGE) as identified by GC elution time comparison with an authentic commercial sample. The epoxy product was dissolved into 150 mL methyl ethyl ketone-toluene mixture (50:50, volume:volume) and was washed twice with 50 mL portions of water. The organic phase was separated and concentrated by rotary evaporation at 90-95 C. and less than 15 mmHg, yielding 13 g of epoxy resin having an epoxy content of 20.33% and an epoxy equivalent weight of 209. This reaction product was analyzed by high pressure liquid chromatography (HPLC)/mass spectrometry (MS) and the analysis of the major components is shown in Table II below.
  • 3
  • [ 4530-20-5 ]
  • [ 227947-06-0 ]
  • [ 1203490-40-7 ]
YieldReaction ConditionsOperation in experiment
With diisopropyl-carbodiimide;dmap; In dichloromethane; at 20℃; for 2.0h;Inert atmosphere; To a solution of BADGE.HCL.H2O (1) (8.80 mg, 0.02 mmol) in ImL OfCH2Cl2 was added BOC-GLy-OH (30.8 mg, 0.18 mmol), DMAP (catalytic amount), and DIPC (0.03 mL, 0.18 mmol). The mixture was stirred at room temperature for two hours and then filtered. The filtrate was added to 2mL of TFA, stirred at room temperature for 2 hours, and then concentrated in vacuo. The residue was partitioned between EtOAc and water and the water layer was concentrated, dried, and then passed through a LH-20 column (elueted with 100% MeOH) to give pure product 3. After the TFA salt product was concentrated, it was dissolved in 2mL of MeOH, then 2mL of 2N HCL was added. The mixture was stirred at room temperature for 5 min, concentrated under an N2 stream, and then dried on vacuum for overnight to give the HCl salts.
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