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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868434Generated: October 30, 2026

Hydrochloric Acid → 1-(Cyclopropylmethyl)cyclobutane-1-carboxylic acid

https://huagongshe.com/reaction/1868434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCyclobutanecarboxylic acidHCID 19494—
ReactantLithium diisopropylamideHCID 2724682—
Reactant(2-Bromoethyl)cyclopropaneHCID 22636989—
SolventTetrahydrofuranHCID 8028—
Product1-(Cyclopropylmethyl)cyclobutane-1-carboxylic acidHCID 45084786124.5%

Reaction Steps

To a solution of LDA (100 ml, 2.0 M THF solution) in THF (100 ml) was added dropwise over a period of 20 minutes at 0° C., a solution of cyclobutane carboxylic acid (10 g, 0.1 mol) in THF (15 ml). The resulting mixture was stirred at RT for 2 h then bromoethyl cyclopropane (15 g, 0.11 mol) was added dropwise and the mixture was stirred at RT overnight. To the reaction mixture was added 2N HCl and the mixture was extracted with EtOAc. The organic layer was washed with water and brine to afford the title compound as light yellow oil (19.2 g), which was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635713B2
Source datasetuspto-grants-2009_12
ORD IDord-e2078f625d574fbca69a3976f60042b3
Source noteuspto-grants-2009_12