Hydrazine hydrate (1:1) → 4-(Hydroxymethyl)piperidin-3-ol
Reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][OH:15])[CH:10]([OH:16])[CH2:9]1)C1C=CC=CC=1.O.NN>C(O)C.[C].[Pd]>[OH:16][CH:10]1[CH:11]([CH2:14][OH:15])[CH2:12][CH2:13][NH:8][CH2:9]1Participants
5
Procedure
To a solution of 1-benzyl-3-hydroxy-4-hydroxymethylpiperidine (7.1 g) and hydrazine monohydrate (1.56 ml) in ethanol was added 10% palladium carbon (3 g), and the resulting mixture was stirred at refluxing temperature for 5 hr. 10% Palladium carbon was filtered off and the solvent was evaporated under reduced pressure to give 4.51 g of 3-hydroxy-4-hydroxymethylpiperidine.
Workup
- temperatureat refluxing temperature for 5 hr
- filtration10% Palladium carbon was filtered off
- customthe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-e88aadbd183547e09ce9734d83a4ac2e
- Source dataset
- uspto-grants-1999_01
- Patent number
- US05864039
Reaction notes
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