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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1659546Generated: October 25, 2026

Sodium Chloride → 3-Oxo-2,3-dihydro[1]benzothiophene-2-spirocyclopropane

https://huagongshe.com/reaction/1659546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
Reactant4',5'-dihydrospiro[benzo[b]thiophene-2(3H), 3'(2'H)-furan]3,2'-dioneHCID 13622283—
SolventDimethyl SulfoxideHCID 679—
Product3-Oxo-2,3-dihydro[1]benzothiophene-2-spirocyclopropaneHCID 1239405281.2%

Reaction Steps

A mixture of 8.0 g of 4',5'-dihydrospiro[benzo[b]-thiophene-2(3H),3'(2'H)-furan]-3,2'-dione, 2.3 g of sodium chloride and 20 ml of dimethylsulfoxide is stirred in nitrogen streams at 155°-160° C. for 3.5 hours. The reaction mixture is poured in ice-water, the resultant precipitate recovered by filtration and rinsed, and the residue recrystallized from methanol. By the above procedure there is obtained 5.2 g of 3-oxo-2,3-dihydro[1]benzothiophene-2-spirocyclopropane as colorless platelets melting at 70° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04304784
Source datasetuspto-grants-1981_12
ORD IDord-7d54bf6ab2674a739b3dcdd6e3993ae4
Source noteuspto-grants-1981_12