HCID 67245096, compound → 1-(Aminomethyl)-3-methylcyclohexanol

HRID 2424830Notes

Reaction equation

HRID 2424830 reaction equation
C([NH:8][CH2:9][C@:10]1([OH:17])[CH2:15][CH2:14][CH2:13][C@H:12]([CH3:16])[CH2:11]1)C1C=CC=CC=1>[Pd].CO>[NH2:8][CH2:9][C:10]1([OH:17])[CH2:15][CH2:14][CH2:13][CH:12]([CH3:16])[CH2:11]1

Participants

4

Reactant 1

HCID 67245096HCID 67245096, compound

Product 1

HCID 434366501-(Aminomethyl)-3-methylcyclohexanolYield 90.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (1S,3S)-1-[(benzylamino)methyl]-3-methylcyclohexanol (4.5 g) and 5% palladium on carbon (500 mg) in methanol (40 ml) was stirred under a hydrogen atmosphere of 4 bar for 72 hours. The reaction was filtered through celite, washed with methanol (2×) and concentrated in vacuo to afford 1S,3S)-1-(Aminomethyl)-3-methylcyclohexanol as a colourless oil (2.5 g).

Workup

  1. filtrationThe reaction was filtered through celite
  2. washwashed with methanol (2×)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-45e7d412ba124be7824c71bf0e58575c
Source dataset
uspto-grants-2011_06
Patent number
US07964616B2

Reaction notes

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