2-(4-Pyridyl)propane-1,2-diol → 2-(4-Piperidyl)propan-1,2-diol

HRID 1719711Notes

Reaction equation

HRID 1719711 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([OH:11])([CH3:10])[CH2:8][OH:9])=[CH:3][CH:2]=1>C(O)(=O)C.[Pt]=O>[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([OH:11])([CH3:10])[CH2:8][OH:9])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 202664302-(4-Pyridyl)propane-1,2-diol

Product 1

HCID 202663962-(4-Piperidyl)propan-1,2-diolYield 101%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 2-(4-pyridyl)propane-1,2-diol (2.0 g) in acetic acid (30 cm3) was hydrogenated over platinum oxide (0.10 g) at 60° and 60 p.s.i. pressure for 16 hours. The catalyst was removed by filtration through "Avicel" and volatile material was removed in vacuo to afford 2-(4-piperidyl)propan-1,2-diol (2.1 g). (Crude acetate salt, oil).

Workup

  1. customThe catalyst was removed by filtration through "Avicel" and volatile material
  2. customwas removed in vacuo

Sources & evidence

ORD record
ord-50574a4a10134ecba160362d8832a05b
Source dataset
uspto-grants-1985_09
Patent number
US04542132

Reaction notes

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