Acetic Anhydride → HCID 13933706, compound

HRID 1607362Notes

Reaction equation

HRID 1607362 reaction equation
[CH3:1][C:2]1([CH3:31])[CH:4]([CH:5]([OH:13])[C:6]([Cl:12])([Cl:11])[C:7]([F:10])([F:9])[F:8])[CH:3]1[C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:19]=1)=[O:15].[C:32](OC(=O)C)(=[O:34])[CH3:33]>N1C=CC=CC=1>[CH3:1][C:2]1([CH3:31])[CH:4]([CH:5]([O:13][C:32](=[O:34])[CH3:33])[C:6]([Cl:11])([Cl:12])[C:7]([F:10])([F:8])[F:9])[CH:3]1[C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([O:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:19]=1)=[O:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13933699(3-Phenoxyphenyl)methyl 2,2-dimethyl-3-(1-hydroxy-2,2-dichloro-3,3,3-trifluoropropyl)cyclopropanecarboxylate

Product 1

HCID 13933706HCID 13933706, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 954 mg (2.00 mmol) of (3-phenoxyphenyl)methyl 2,2-dimethyl-3-(1-hydroxy-2,2-dichloro-3,3,3-trifluoropropyl)cyclopropanecarboxylate obtained in Example 4, in 2 ml of pyridine, 2 ml of acetic anhydride was added, and the mixture was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and purified by column chromatography (silica gel, dichloromethane/hexane =1/1) to obtain 1.02 g of (3-phenoxyphenyl)methyl 2,2-dimethyl-3-(1-acetoxy-2,2-dichloro-3,3,3-trifluoropropyl)cyclopropanecarboxylate as a colorless oily substance.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. custompurified by column chromatography (silica gel, dichloromethane/hexane =1/1)

Sources & evidence

ORD record
ord-6dfe7aabf3fd4d28856c03ff39f9db69
Source dataset
uspto-grants-1989_09
Patent number
US04864052

Reaction notes

Loading…