HCID 21949386, compound → 2-(4-Piperidyl)-2-propanol

HRID 2215518Notes

Reaction equation

HRID 2215518 reaction equation
[OH:1][C:2]([CH:5]1[CH2:10][CH2:9][N:8](C(OCC2C=CC=CC=2)=O)[CH2:7][CH2:6]1)([CH3:4])[CH3:3]>CO.[Pd]>[OH:1][C:2]([CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)([CH3:4])[CH3:3]

Participants

4

Procedure

Benzyl 4-(1-hydroxy-1-methylethyl)piperidine-1-carboxylate (1.786 g, 6.44 mmol) synthesized in Production example 42-2 was dissolved in methanol (100 ml) under nitrogen atmosphere; 10% palladium on carbon (50% wet, 1.37 g) was added; the reaction system was purged with hydrogen at atmospheric pressure; and the reaction mixture was stirred overnight. After the reaction system was purged with nitrogen, the catalyst was filtered out, and washed with methanol; the solvent, together with the filtrate and the washing solution, was distilled off; and the residue was dried under reduced pressure to yield the title compound (922 mg, 6.44 mmol, quantitative) as pale gray crystals.

Workup

  1. customthe reaction system was purged with hydrogen at atmospheric pressure
  2. customAfter the reaction system was purged with nitrogen
  3. filtrationthe catalyst was filtered out
  4. washwashed with methanol
  5. distillationthe solvent, together with the filtrate and the washing solution, was distilled off
  6. customand the residue was dried under reduced pressure

Sources & evidence

ORD record
ord-b9dc75d62c9f4c96876e8b4e523f3f20
Source dataset
uspto-grants-2006_09
Patent number
US07109219B2

Reaction notes

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