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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1905782Generated: November 2, 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/1905782

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 (0.05 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 numberUS04647670
Source datasetuspto-grants-1987_03
ORD IDord-4741e715544943d3a625079ee0995a70
Source noteuspto-grants-1987_03