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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1980536Generated: 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/1980536

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 131511868.7%

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. Patent 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 numberUS04510152
Source datasetuspto-grants-1985_04
ORD IDord-6af3dc06e22b481aa72afa027159bb21
Source noteuspto-grants-1985_04