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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451221Generated: October 30, 2026

Hydrochloric Acid → 3-Cyclopropyl-3-Oxopropionic Acid Methyl Ester

https://huagongshe.com/reaction/451221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethyl CarbonateHCID 12021—
ReactantCyclopropyl methyl ketoneHCID 13004—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product3-Cyclopropyl-3-Oxopropionic Acid Methyl EsterHCID 10130016—

Reaction Conditions

Temperature25 °C

Reaction Steps

To the solution of dimethyl carbonate (361 g) in toluene (1250 ml) added cyclopropyl methyl ketone (125 g) and stirred for 15 min at 25° C. Cooled the reaction mixture to 10° C., added potassium tert.butoxide (100 g) to it under nitrogen atmosphere. Heated the reaction mixture to 75° C. and stirred for 14 hrs. Cooled the reaction mixture to 25° C. and slowly poured it into chilled water (750 ml). Cooled the reaction mixture to 0° C. and adjusted the pH to 2.5 by using 50% HCl solution. Raised the temperature to 25° C. and stirred for 45 minutes. Separated the both organic and aqueous layers. Extracted the aqueous layer with toluene (500 ml). Washed the organic layer with water (500 ml). Distilled off the toluene completely from organic layer under reduced pressure to get the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487105B2
Source datasetuspto-grants-2013_07
ORD IDord-3c5a78218d8b456baddc6bac644d8433
Source noteuspto-grants-2013_07