Thionyl Chloride → HCID 14774344, compound

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([O:15][CH2:16][C:17]#[CH:18])[C:10]=1[O:11][CH2:12][C:13]#[CH:14])[C:5](O)=[O:6].S(Cl)([Cl:21])=O>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([O:15][CH2:16][C:17]#[CH:18])[C:10]=1[O:11][CH2:12][C:13]#[CH:14])[C:5]([Cl:21])=[O:6]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 141303193-Chloro-4,5-dipropargyloxybenzoic acid

Product 1

HCID 14774344HCID 14774344, compound

Procedure

A mixture of 3-chloro-4,5-dipropargyloxybenzoic acid (10.7 g) and thionyl chloride (30 ml) was stirred under reflux for 1 hour. After cooling, the reaction mixture was evaporated under reduced pressure to give 3-chloro-4,5-dipropargyloxybenzoyl chloride in a quantitative yield.

Workup

temperatureunder reflux for 1 hour
temperatureAfter cooling
customthe reaction mixture was evaporated under reduced pressure

Sources & evidence

ORD record: ord-0e6e8c88daf84faf9ead7fd396445c64
Source dataset: uspto-grants-1989_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04870064

Reaction notes

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