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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1065648Generated: October 30, 2026

Sodium Chloride → 5-Acetylspiro(benzofuran-2(3H),1'-cyclopropan)-3-one

https://huagongshe.com/reaction/1065648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
Reactantalpha-[(4-Acetyl-2-methoxycarbonylphenyl)oxy]-gamma-butyrolactoneHCID 13329388—
Catalyst1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
SolventDimethylformamideHCID 6228—
Product5-Acetylspiro(benzofuran-2(3H),1'-cyclopropan)-3-oneHCID 7175556.5%

Reaction Steps

A mixture of α-[(4-acetyl-2-methoxycarbonylphenyl)oxy]-γ-butyrolactone (2.8 g), 1,8-diazabicyclo[5,4,0]-7-undecene (0.056 g), sodium chloride (0.6 g) and N,N-dimethylformamide (28 ml) was heated at 150°-155° C. for 4 hours. The solvent was removed in vacuo and the resulting residue was dissolved in ethyl acetate. The ethyl acetate solution was washed with water and dried. The residue obtained by removal of the solvent in vacuo was chromatographed on silica gel. The fraction eluted with dichloromethane was crystallized from ethanol to give 5-acetylspiro[benzo[b]furan-2(3H), 1'-cyclopropane]-3-one (1.15 g) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04330554
Source datasetuspto-grants-1982_05
ORD IDord-371449cc749442c681ca790909c3edc5
Source noteuspto-grants-1982_05