Thionyl Chloride → 3-(Chlorocarbonyl)phenyl acetate

HRID 341269

Reaction equation

S(Cl)([Cl:3])=O.[C:5]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12](O)=[O:13])(=[O:7])[CH3:6]>>[C:5]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:11]([C:12]([Cl:3])=[O:13])[CH:10]=1)(=[O:7])[CH3:6]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 2386693-Acetoxybenzoic acid

Product 1

HCID 129985583-(Chlorocarbonyl)phenyl acetateYield 99%

Procedure

Using the above procedure, reaction of with thionyl chloride (11.1 mL, 15.3 mmol) and 3-acetoxybenzoic acid (2.50 g, 13.9 mmol) gave 511 (2.72 g, 99%) as a colorless oil. This material was used in the next step without additional purification.

Sources & evidence

ORD record: ord-0532de99dffc4e219aa9a7c1fb11c578
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08895752B2

Linked notes

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