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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916750Generated: October 27, 2026

Water → (1-(Cyanomethyl)cyclopropyl)methyl acetate

https://huagongshe.com/reaction/916750

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CyanideHCID 9032—
Reactant[1-(Bromomethyl)cyclopropyl]methyl acetateHCID 58961613—
SolventTolueneHCID 1140—
Product(1-(Cyanomethyl)cyclopropyl)methyl acetateHCID 25103166119.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

A 12 L 4-neck round bottle flask was equipped with mechanical stirrer, a thermometer, a condenser, a nitrogen inlet and an additional funnel. To the flask was charged 1335 mL of and 667 g of potassium cyanide and kept stirring to complete dissolution. 1417 g of DMF and 1417 g of crude [1-(bromomethyl)cyclopropyl]methyl acetate were added from the addition funnel over 30 min. When the addition was complete, the reaction mixture was heated to 80° C. with stirring about 1 hour. The resulting mixture was cooled to about 20˜25° C. 3500 mL of water and 3500 mL of toluene were added to the reaction mixture with stirring over 30 min. The layers were separated and the aqueous layer was back extracted with 3500 mL of toluene. Combined the organic layer and then concentrated to obtain 1253 g dark brown liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07271268B1
Source datasetuspto-grants-2007_09
ORD IDord-4d6e3f7a32f6458cb231b4ddcca3588b
Source noteuspto-grants-2007_09