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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | n-butyl (S)-(-)-4-chloro-3-hydroxybutyrate | HCID 13705504 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (R)-4-cyano-3-hydroxybutyric acid, n-butyl ester | HCID 54237719 | 58% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05430171 |
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| Source dataset | uspto-grants-1995_07 |
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| ORD ID | ord-1011ff872c5a4ca8b0dd82d6952cd375 |
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| Source note | uspto-grants-1995_07 |
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