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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 464448Generated: October 29, 2026

Ethanol → tert.butyl (1R, cis)2,2-dimethyl-3-(ethoxycarbonyl-ethynyl)-cyclopropane-carboxylate

https://huagongshe.com/reaction/464448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDichloromethaneHCID 6344—
ReactantTert.-butyl(1R,cis)2,2-dimethyl-3-(carboxy ethynyl)cyclopropane-carboxylateHCID 13093787—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Producttert.butyl (1R, cis)2,2-dimethyl-3-(ethoxycarbonyl-ethynyl)-cyclopropane-carboxylateHCID 57165772—

Reaction Conditions

Temperature20 °C

Reaction Steps

4 g of the product of Step A, 3.4 g of dicyclohexylcarbodiiumide and 6 mg of 4-dimethylamino-pyridine were added to 30 ml of methylene chloride followed by the addition of 1.5 ml of ethanol and the mixture was stirred at 20° C. for 16 hours. The mixture was filtered and the filtrate was evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with a 9-1 cyclohexane-ethyl acetate mixture to obtain 4.25 g of tert.butyl (1R, cis)2,2-dimethyl-3-(ethoxycarbonyl-ethynyl)-cyclopropane-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04547522
Source datasetuspto-grants-1985_10
ORD IDord-1964adb1ef5042999cdebe9fe9bc7068
Source noteuspto-grants-1985_10