Ammonium Chloride → 1-Chloro-1,1-difluoro-3-phenylpropan-2-one

HRID 1645926Notes

Reaction equation

HRID 1645926 reaction equation
[Cl:1][C:2]([F:9])([F:8])[C:3]([O:5]CC)=O.[CH2:10]([Mg]Cl)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[NH4+].[Cl-]>CCOCC.C1COCC1>[Cl:1][C:2]([F:8])([F:9])[C:3]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:5]

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 67843Acetic acid, 2-chloro-2,2-difluoro-, ethyl esterHCID 178418336HCID 178418336, compound

Product 1

HCID 130531481-Chloro-1,1-difluoro-3-phenylpropan-2-one

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 20 g of ethyl chlorodifluoroacetate in 150 ml ether was treated with one equivalent of benzyl magnesium chloride in 63 ml THF at -40° C. under nitrogen. After 2 hours, the reaction was poured into aqueous NH4Cl and extracted with ether. Evaporation and distillation (0.1 mm Hg) of the residue gave 24.8 g of an oil which was used directly.

Workup

  1. extractionextracted with ether
  2. customEvaporation and distillation (0.1 mm Hg) of the residue

Sources & evidence

ORD record
ord-b041517790a440d7a3b30b38dcc20c57
Source dataset
uspto-grants-1993_01
Patent number
US05177111

Reaction notes

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