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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1065647Generated: October 27, 2026

Sodium Chloride → Spiro(benzofuran-2(3H),1'-cyclopropan)-3-one, 7-acetyl-

https://huagongshe.com/reaction/1065647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactantalpha-[(6-Acetyl-2-methoxycarbonylphenyl)oxy]-gamma-butyrolactoneHCID 13037298—
SolventDimethylformamideHCID 6228—
ProductSpiro(benzofuran-2(3H),1'-cyclopropan)-3-one, 7-acetyl-HCID 30599498.6%

Reaction Steps

A mixture of α-[(6-acetyl-2-methoxycarbonylphenyl)oxy]-γ-butyrolactone (3.5 g), 1,8-diazabicyclo[5,4,0]-7-undecene (0.14 g) and sodium chloride (1.1 g) in N,N-dimethylformamide (66.5 ml) was stirred at 150°-160° C. for 5 hours. The solvent was distilled off under reduced pressure and the residue was subjected to chromatography on silica gel. The fraction eluted with dichloromethane was recrystallized from CHCl3 -hexane to give 7-acetylspiro[benzo[b]furan-2(3H), 1'-cyclopropane]-3-one (0.22 g) as colorless needles melting at 114°-115° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04330554
Source datasetuspto-grants-1982_05
ORD IDord-8bd8e1e30f524b24b7fdc50b0d89e4e1
Source noteuspto-grants-1982_05