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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647335Generated: October 27, 2026

Sodium Cyanide → (R)-4-cyano-3-hydroxybutyric acid, n-butyl ester

https://huagongshe.com/reaction/1647335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactantn-butyl (S)-(-)-4-chloro-3-hydroxybutyrateHCID 13705504—
SolventDimethyl SulfoxideHCID 679—
Product(R)-4-cyano-3-hydroxybutyric acid, n-butyl esterHCID 5423771958%

Reaction Conditions

Temperature65 °C

Reaction Steps

The resulting compound was cyanogenated in the same manner as in Example 1-(2). That is, 58.5 g (0.3 mol) of n-butyl (S)-(-)-4-chloro-3-hydroxybutyrate was dissolved in 180 ml of dimethyl sulfoxide, and 67.5 ml of an aqueous solution containing 16.7 g (0.34 mol) of sodium cyanide was added thereto, followed by stirring at 65° C. for 2 hours. The reaction mixture was worked up in the same manner as in Example 1-(2) to obtain n-butyl (R)-(-)-4-cyano-3-hydroxybutyrate in a percent yield of 58%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05430171
Source datasetuspto-grants-1995_07
ORD IDord-1011ff872c5a4ca8b0dd82d6952cd375
Source noteuspto-grants-1995_07