Sulfuric Acid → (R)-4-cyano-3-hydroxybutyric acid

HRID 1356573Notes

Reaction equation

HRID 1356573 reaction equation
[Na+].[C:2]([CH2:4][C@@H:5]([OH:10])[CH2:6][C:7]([O-:9])=[O:8])#[N:3].S(=O)(=O)(O)O>C(O)C>[C:2]([CH2:4][C@@H:5]([OH:10])[CH2:6][C:7]([OH:9])=[O:8])#[N:3]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 88064244(r)-4-Cyano-3-hydroxybutyric acid sodium salt

Product 1

HCID 10236005(R)-4-cyano-3-hydroxybutyric acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction mixture containing (R)-4-cyano-3-hydroxy butyric acid sodium salt was acidified to pH 1 with concentrated sulfuric acid. The reaction mixture was condensed, dissolved in ethanol and filtered. The filtrate was concentrated to give (R)-4-cyano-3-hydroxybutyric acid which was used for esterification without further purification.

Workup

  1. customcondensed
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-dd6563daa63345018ab175c986ce86b1
Source dataset
uspto-grants-2003_07
Patent number
US06586616B1

Reaction notes

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