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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1991231Generated: October 31, 2026

Methyl cyanoacetate → Methyl 1-cyanocyclopropane-1-carboxylate

https://huagongshe.com/reaction/1991231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl cyanoacetateHCID 7747—
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium CarbonateHCID 11430—
SolventDimethylformamideHCID 6228—
ProductMethyl 1-cyanocyclopropane-1-carboxylateHCID 35303069.4%

Reaction Steps

To a mixture of methyl cyanoacetate (21.6 ml, 244.0 mmol) and potassium carbonate (52.9 g, 383.0 mmol) in N,N-dimethylformamide (200 ml) was added 1,2-dibromoethane (15.0 ml, 174.0 mmol). The reaction mixture was stirred at room temperature for 16 h and then filtered. The filtrate was partitioned between diethyl ether and brine and the organic phase was separated, washed with brine, dried (MgSO4) and concentrated in vacuo to give the title compound (15.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07645786B2
Source datasetuspto-grants-2010_01
ORD IDord-eb744d14a6324233a5148e7b0f260805
Source noteuspto-grants-2010_01