Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 543471Generated: October 30, 2026

Water → HCID 13151172, compound

https://huagongshe.com/reaction/543471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-PyrrolidoneHCID 12025—
ReactantSodium hydrideHCID 24758—
ReactantHCID 13222926HCID 13222926—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 13151172HCID 13151172—

Reaction Steps

6-Carbomethoxy-3,4-dihydro-2,2-dimethyl-3,4-epoxy-2H-benzo[b]pyran (2.42 g, the preparation of which is described in Example 4 of U.K. Pat. No. 1,511,187) and 2-pyrrolidone (0.88 g), were stirred in dimethyl sulphoxide (40 ml) under nitrogen at room temperature. Sodium hydride (0.31 g, 81% dispersion in mineral oil) was added during 5 mins. and the reaction stirred for a further 6 hours. Addition of water, extraction with ethyl acetate, drying or the organic phase with magnesium sulphate, filtration, evaporation and recrystallisation from ethyl acetate-pentane gave 6-carbomethoxy-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo[b]-pyran-3-ol of m.p. 190°-192°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04446113
Source datasetuspto-grants-1984_05
ORD IDord-ca24158647394ce88990a27f5fd71449
Source noteuspto-grants-1984_05