Chloroacetonitrile → 2-(4-Hydroxypiperidin-1-YL)acetonitrile
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.Cl[CH2:9][C:10]#[N:11].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:9][C:10]#[N:11])[CH2:4][CH2:3]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 4-hydroxypyridine (4.04 g, 40 mmol), chloroacetonitrile (2.78 mL, 44 mmol) and potassium carbonate (22 g, 160 mmol) in acetonitrile (50 mL) was stirred at rt for overnight. The insolubles were filtered off, the filtrate was concentrated to give 5.6 g of (4-hydroxy-piperidin-1-yl)-acetonitrile.
Workup
- filtrationThe insolubles were filtered off
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-9b2ecec2ff064a87b51db3bf718a57b7
- Source dataset
- uspto-grants-2003_07
- Patent number
- US06599902B2
Reaction notes
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