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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 648367Generated: October 28, 2026

Hydrochloric Acid → (1R,3S) 3-[(dihydro-2-oxo-3(2H)-thienylidene)-methyl]-2,2-dimethyl-cyclopropane-1-carboxylic acid

https://huagongshe.com/reaction/648367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(1R,4R,5S) 4-[dihydro-2-oxo-3-(2H)-thienyl]-6,6-dimethyl-3-oxabicyclo-(3,1,0)-hexan-2-oneHCID 22824566—
SolventTriethylamineHCID 8471—
Product(1R,3S) 3-[(dihydro-2-oxo-3(2H)-thienylidene)-methyl]-2,2-dimethyl-cyclopropane-1-carboxylic acidHCID 54175652—

Reaction Conditions

Temperature5 °C

Reaction Steps

A mixture of the solution of Step B and 6 ml of triethylamine was refluxed for 3 hours and was then cooled and poured into 2 N aqueous hydrochloric acid. The decanted organic phase was washed with water, dried and evaporated to dryness. The residue was taken up in 20 ml of hot methylene chloride and after the addition of 30 ml of n-heptane thereto, the mixture was cooled to 5° C. and vacuum filtered. The recovered product was washed with heptane and dried to obtain 3.025 g of (1R,3S) 3-[(dihydro-2-oxo-3(2H)-thienylidene)-methyl]-2,2-dimethyl-cyclopropane-1-carboxylic acid melting at 162° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04412069
Source datasetuspto-grants-1983_10
ORD IDord-2a54d6c0424a4a2abab036d5a42c585c
Source noteuspto-grants-1983_10