Thionyl Chloride → 3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chloride

HRID 2242060Notes

Reaction equation

HRID 2242060 reaction equation
S(Cl)([Cl:3])=O.[CH:5]1([CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=2[O:19][CH:20]([F:22])[F:21])[C:13](O)=[O:14])[CH2:7][CH2:6]1>C1(C)C=CC=CC=1>[CH:5]1([CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH:16]=[CH:17][C:18]=2[O:19][CH:20]([F:22])[F:21])[C:13]([Cl:3])=[O:14])[CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23940063-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoic Acid

Product 1

HCID 120473303-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chlorideYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Thionyl chloride (25 ml, 344 mmol) was added dropwise to a solution of 3-cyclopropylmethoxy-4-difluoromethoxybenzoic acid (12 g, 48 mmol) in toluene (100 ml) and the reaction mixture was heated to reflux for 2 hours, then the solvent was evaporated to dryness under vacuum and the residue was used without further purification (13.2 g, 48 mmol, 100% yield).

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 2 hours
  3. customthe solvent was evaporated to dryness under vacuum
  4. customthe residue was used without further purification (13.2 g, 48 mmol, 100% yield)

Sources & evidence

ORD record
ord-770cab83e3794094952161344a613fe4
Source dataset
uspto-grants-2010_03
Patent number
US07671066B2

Reaction notes

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