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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 543472Generated: October 30, 2026

Water → 6-Acetyl-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo[b]pyran-3-ol

https://huagongshe.com/reaction/543472

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-PyrrolidoneHCID 12025—
ReactantSodium hydrideHCID 24758—
ReactantHCID 13222927HCID 13222927—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product6-Acetyl-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo[b]pyran-3-olHCID 13151186—

Reaction Steps

6-Acetyl-3,4-dihydro-2,2-dimethyl-3,4-epoxy-2H-benzo[b]pyran (0.33 g, prepared as described in Example 1 of U.K. Pat. No. 1,511,187), and 2-pyrrolidone (0.15 g), were stirred in dimethylsulphoxide (25 ml) under nitrogen at room temperature. Sodium hydride (0.5 g, 80%) was added during 2 mins and the reaction stirred for a further 22 hours. Addition of water, extraction with ethyl acetate, drying of the organic layer with magnesium sulphate, filtration, evaporation and recrystallisation from ethyl acetate gave the title compound (0.04 g) of m.p. 218°-219°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04446113
Source datasetuspto-grants-1984_05
ORD IDord-419ed56fd08a46f38f2719bb040790d1
Source noteuspto-grants-1984_05