Toluene → 3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chloride

HRID 42681Notes

Reaction equation

HRID 42681 reaction equation
C1(C)C=CC=CC=1.S(Cl)([Cl:10])=O.[CH:12]1([CH2:15][O:16][C:17]2[CH:18]=[C:19]([CH:23]=[CH:24][C:25]=2[O:26][CH:27]([F:29])[F:28])[C:20](O)=[O:21])[CH2:14][CH2:13]1>CN(C=O)C>[CH:12]1([CH2:15][O:16][C:17]2[CH:18]=[C:19]([CH:23]=[CH:24][C:25]=2[O:26][CH:27]([F:29])[F:28])[C:20]([Cl:10])=[O:21])[CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 1140TolueneHCID 24386Thionyl Chloride2×HCID 23940063-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoic Acid

Product 1

HCID 120473303-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A reaction vessel is charged with toluene, a catalytic amount of DMF (1-5% by weight of the amount of thionyl chloride employed) and 1 equivalent of 3-cyclopropylmethoxy-4-difluoromethoxybenzoic acid. While stirring, 1 to 4 equivalents of thionyl chloride are slowly added at 70 to 90° C.

Sources & evidence

ORD record
ord-f4207449dcb14651907909ca79b85e5a
Source dataset
uspto-grants-2013_09
Patent number
US08536206B2

Reaction notes

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