Sodium Hydroxide → 1,1,-Difluoro-4-methyl-4-(2-methoxy-5-fluorophenyl)pentan-2-one

HRID 2106055Notes

Reaction equation

HRID 2106055 reaction equation
C(OP([C:9]([F:26])([F:25])[C:10](=[O:24])[CH2:11][C:12]([C:15]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=1[O:22][CH3:23])([CH3:14])[CH3:13])(=O)OCC)C.[OH-].[Na+]>CO.O>[F:26][CH:9]([F:25])[C:10](=[O:24])[CH2:11][C:12]([CH3:13])([C:15]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=1[O:22][CH3:23])[CH3:14]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 57809801[1,1-Difluoro-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-oxopentyl]phosphonic acid diethyl ester

Product 1

HCID 578099691,1,-Difluoro-4-methyl-4-(2-methoxy-5-fluorophenyl)pentan-2-oneYield 95.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of [1,1-difluoro-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-oxopentyl]phosphonic acid diethyl ester (1.0 g) in methanol (12.0 mL) was added a solution of sodium hydroxide (0.04 g) in water (1 mL). The mixture was stirred at room temperature for 30 minutes. The mixture was diluted with hexanes (50 mL) and water (50 mL) and the organic phase was separated, dried, filtered, and evaporated in vacuo to give 1,1,-difluoro-4-methyl-4-(2-methoxy-5-fluorophenyl)pentan-2-one (0.63 g) as an oil which was used without additional purification.

Workup

  1. customthe organic phase was separated
  2. customdried
  3. filtrationfiltered
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-0044ed8a235c45e4b1ac87f2acfb4a03
Source dataset
uspto-grants-2009_08
Patent number
US07579469B2

Reaction notes

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