Sulfuric Acid → Methyl (3R)-4-cyano-3-hydroxybutanoate
Reaction equation
[C:1]([CH2:3][C@@H:4]([OH:9])[CH2:5][C:6]([OH:8])=[O:7])#[N:2].S(=O)(=O)(O)O.[C:15](=O)([O-])[O-].[Na+].[Na+]>CO>[CH3:15][O:7][C:6](=[O:8])[CH2:5][C@H:4]([OH:9])[CH2:3][C:1]#[N:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
(R)-4-cyano-3-hydroxybutyric acid (1.0 mol) in methanol (500 ml) and conc. sulfuric acid (5 g) were refluxed for 5 hours. The reaction mixture was neutralized with sodium carbonate and filtered. The filtrate was concentrated in vacuo to afford (R)-4-cyano-3-hydroxybutyric acid methyl ester (130 g, 91%).
Workup
- filtrationfiltered
- concentrationThe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-88710c1f836f49869471671e60213968
- Source dataset
- uspto-grants-2003_07
- Patent number
- US06586616B1
Reaction notes
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