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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493450Generated: October 25, 2026

Dimethylformamide → Cyano-acetic acid 1-butoxycarbonyl-ethyl ester

https://huagongshe.com/reaction/493450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantButyl LactateHCID 8738—
ReactantCyanoacetic acidHCID 9740—
ReactantDicyclohexylcarbodiimideHCID 10868—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductCyano-acetic acid 1-butoxycarbonyl-ethyl esterHCID 23325215—

Reaction Steps

A mixture of 292.32 g of butyllactate, 204.14 g of cyanoacetic acid, and 14.66 g of 4-dimethylaminopyridine (DMAP) in 2000 ml of CH2Cl2 was stirred in a 3 L three-neck round bottom flask equipped with a mechanical stirrer. About 50 ml of N-N′-dimethylformide (DMF) was added to make a clear solution. The above clear solution was chilled in an ice water bath. A separately prepared dicyclohexylcarbodiimide (DCC) solution (495.19 g in 500 ml CH2Cl2) was added to the above chilled solution by using an addition funnel. White precipitate formed within five minutes after the start of the addition. The reaction mixture was left stirred overnight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534907B2
Source datasetuspto-grants-2009_05
ORD IDord-67c5ae4431a242f190b4c1a3875e1265
Source noteuspto-grants-2009_05