Hydrochloric Acid → 2,3-Difluorophenyl propionate

HRID 1362498

Reaction equation

HRID 1362498 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:9].[C:10](Cl)(=[O:13])[CH2:11][CH3:12].Cl>ClCCl.N1C=CC=CC=1>[C:10]([O:9][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([F:8])[C:2]=1[F:1])(=[O:13])[CH2:11][CH3:12]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 62324Propionyl chlorideHCID 808792,3-Difluorophenol

Product 1

HCID 669694902,3-Difluorophenyl propionateYield 105.2%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

20 g (153.7 mmol) of 2,3-difluorophenol in 150 ml of dichloromethane and 17.5 ml of pyridine are admixed dropwise at 0° C. with 14 ml (161 mmol) of propionyl chloride. The mixture is stirred for two hours and 100 ml of 2 M hydrochloric acid are added. The mixture is extracted with dichloromethane and the extracts are washed with water. Drying over sodium sulphate and the removal of the solvent in vacuo give 30.1 g of 2,3-difluorophenyl propionate.

Workup

  1. extractionThe mixture is extracted with dichloromethane
  2. washthe extracts are washed with water
  3. dry with materialDrying over sodium sulphate
  4. customthe removal of the solvent in vacuo

Sources & evidence

ORD record
ord-f81e89d20163424890f98d077e8c1f16
Source dataset
uspto-grants-2011_02
Patent number
US07880042B2

Linked notes

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