Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1176812Generated: October 25, 2026

Triethylamine → n-Propyl 2-cyano-3-hydroxy-4-[(methylsulfanyl)methyl]-2-hexenoate

https://huagongshe.com/reaction/1176812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPropyl cyanoacetateHCID 84444—
Reactant2-[(Methylsulfanyl)methyl]butyryl chlorideHCID 85842237—
SolventDichloromethaneHCID 6344—
Productn-Propyl 2-cyano-3-hydroxy-4-[(methylsulfanyl)methyl]-2-hexenoateHCID 72326550—

Reaction Conditions

Temperature0 °C

Reaction Steps

At 25° C., 16.7 g (0.1 mol) of 2-[(methylsulfanyl)methyl]butyryl chloride were added to a solution of 12.7 g (0.1 mol) of n-propyl cyanoacetate in CH2Cl2, and the mixture was cooled to 0° C. At 0° C., 20.2 g (0.2 mol) of triethylamine were then added dropwise. After 16 h of stirring at 25° C., the reaction mixture was hydrolyzed and the organic phase was separated off, dried and concentrated. Customary purification gave 15 g (58% of theory) of the title compound as a yellow liquid (b.p. 118 to 120° C./2 mbar).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842832B2
Source datasetuspto-grants-2010_11
ORD IDord-680d2074c566480ea36142342de8dddc
Source noteuspto-grants-2010_11