4-(Benzylamino)-1-methylcyclohexanol → Trans-4-amino-1-methyl-cyclohexanol

HRID 1500887Notes

Reaction equation

HRID 1500887 reaction equation
C([NH:8][CH:9]1[CH2:14][CH2:13][C:12]([CH3:16])([OH:15])[CH2:11][CH2:10]1)C1C=CC=CC=1>CO.[Pd]>[NH2:8][CH:9]1[CH2:14][CH2:13][C:12]([CH3:16])([OH:15])[CH2:11][CH2:10]1

Participants

4

Reactant 1

HCID 674652054-(Benzylamino)-1-methylcyclohexanol

Product 1

HCID 18331273Trans-4-amino-1-methyl-cyclohexanolYield 100.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(benzylamino)-1-methylcyclohexanol (4.9 g, 22.3 mmol) in MeOH (150 mL) was stirred with 7% Pd/C (700 mg) under H2 atmosphere at RT overnight. The resulting mixture was filtered to remove Pd/C and the filtrate was concentrated in vacuo to afford a white solid (2.9 g, quantitative yield) which was used in the next step directly.

Workup

  1. filtrationThe resulting mixture was filtered
  2. customto remove Pd/C
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-a0f492c4bb0c4f54a302e748239e6f5a
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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