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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675568Generated: October 31, 2026

Thionyl Chloride → 3,5-Dimethoxy-4-(2-propynyloxy)benzoyl chloride

https://huagongshe.com/reaction/1675568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant3,5-Dimethoxy-4-[(prop-2-yn-1-yl)oxy]benzoic acidHCID 13121481—
CatalystDimethylformamideHCID 6228—
SolventTolueneHCID 1140—
Product3,5-Dimethoxy-4-(2-propynyloxy)benzoyl chlorideHCID 5744566985.6%

Reaction Steps

To 100 ml of toluene were added 13.0 g of 4-(2-propynyloxy)-3,5-dimethoxybenzoic acid, 9.5 g of thionyl chloride and 50 mg of DMF, and the resulting mixture was heated under reflux for 3 hours. Thereafter, the reaction mixture which had been allowed to cool to near room temperature was concentrated under reduced pressure. The resulting solid was washed with hexane, and 12.0 g of 4-(2-propynyloxy)-3,5-dimethoxybenzoyl chloride was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003699B2
Source datasetuspto-grants-2011_08
ORD IDord-e1fef0b99fa8410aaef96e73c2a56890
Source noteuspto-grants-2011_08