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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675571Generated: October 27, 2026

Thionyl Chloride → 3-Methoxy-4-(2-propynyloxy)benzoyl chloride

https://huagongshe.com/reaction/1675571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant3-Methoxy-4-(prop-2-ynyloxy)benzoic acidHCID 13121480—
CatalystDimethylformamideHCID 6228—
SolventTolueneHCID 1140—
Product3-Methoxy-4-(2-propynyloxy)benzoyl chlorideHCID 5744567184.1%

Reaction Steps

To 100 ml of toluene were added 12.0 g of 4-(2-propynyloxy)-3-methoxybenzoic acid, 9.0 g of thionyl chloride and 50 mg of DMF, and the resulting mixture was heated to 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 11.0 g of 4-(2-propynyloxy)-3-methoxybenzoyl chloride was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003699B2
Source datasetuspto-grants-2011_08
ORD IDord-2415027a17ad4c6ca14985b8e2120518
Source noteuspto-grants-2011_08