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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1447666Generated: November 1, 2026

Acetic Anhydride → 2,3-Dichloro-4-(2-phenylacryloyl)anisole

https://huagongshe.com/reaction/1447666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant2,3-Dichloro-4-phenylacetylanisoleHCID 11130195—
SolventN,N,N',N'-TetramethylmethanediamineHCID 5829—
Product2,3-Dichloro-4-(2-phenylacryloyl)anisoleHCID 10924810—

Reaction Conditions

Temperature25 °C

Reaction Steps

Acetic anhydride (100 ml.) is added dropwise to a suspension of 2,3-dichloro-4-phenylacetylanisole (29.5 g., 0.01 mole) in bis(dimethylamino)methane (100 ml.) under nitrogen with cooling to maintain the reaction mixture temperature below 60° C. The reaction mixture is stirred at 25° C. for 2 hours, and poured into ice water (1500 ml.) to precipitate 7.4 g. of 2,3-dichloro-4-(2-phenylacryloyl)anisole which melts at 87°-89° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04177285
Source datasetuspto-grants-1979_12
ORD IDord-f094e0807e834490ae4a8fbe95b87141
Source noteuspto-grants-1979_12