Sodium borohydride → HCID 67076704, compound

HRID 521492Notes

Reaction equation

HRID 521492 reaction equation
C([O:3][C:4](=O)[C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=1)([F:7])[F:6])C.[BH4-].[Na+]>CO>[Cl:14][C:10]1[CH:9]=[C:8]([C:5]([F:6])([F:7])[CH2:4][OH:3])[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 15728458Ethyl (3-chlorophenyl)(difluoro)acetate

Product 1

HCID 67076704HCID 67076704, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.00 g (4.26 mmol) (3-chloro-phenyl)-difluoro-acetic acid ethyl ester (prepared according to the procedure described in WO 2006/122788) were dissolved in 100 ml of methanol and treated in an ice bath with 120 mg (0.75 mmol) of sodium borohydride. After stirring overnight the mixture was evaporated and the residue was purified by silica gel chromatography (DCM/methanol 98:2) to give 700 mg of the title compound.

Workup

  1. customwas evaporated
  2. customthe residue was purified by silica gel chromatography (DCM/methanol 98:2)

Sources & evidence

ORD record
ord-e715e0d0e0f546bdbb5b4d6862dc220e
Source dataset
uspto-grants-2016_05
Patent number
US09328071B2

Reaction notes

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