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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2166083Generated: October 26, 2026

Acetyl chloride → trans-6-Acetylaminomethyl-3,4-dihydro-2,2-dimethyl-4-(2-oxopyrrolidinyl)-2H-1-benzopyran-3-ol

https://huagongshe.com/reaction/2166083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
Reactanttrans-6-Aminomethyl-3,4-dihydro-2,2-dimethyl-4-(2-oxopyrrolidinyl)-2H-1-benzopyran-3-olHCID 67883096—
SolventDichloromethaneHCID 6344—
Producttrans-6-Acetylaminomethyl-3,4-dihydro-2,2-dimethyl-4-(2-oxopyrrolidinyl)-2H-1-benzopyran-3-olHCID 67876043—

Reaction Steps

To the compound of example 10 (0.57 g) and triethylamine (0.55 ml) stirred in dichloromethane (50 ml) was added acetyl chloride (0.154 ml) dropwise, at 0° C. After 2 h at 0° C., more acetyl chloride (0.154 ml) was added and the reaction mixture stirred for a further 16 h and allowed to attain room temperature. The organic phase was washed with water and brine and dried over anhydrous magnesium sulphate. Filtration and evaporation gave the crude product (0.33 g) which was recrystallised from ethyl acetate-dichloromethane to give the title compound (0.24 g) as colourless crystals of mp 206°-208° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04943582
Source datasetuspto-grants-1990_07
ORD IDord-941b25962fcf491ab1d2495a86eab3d0
Source noteuspto-grants-1990_07