Ammonia → HCID 69059299, compound

HRID 1819394Notes

Reaction equation

HRID 1819394 reaction equation
N.[OH:2][C@@H:3]1[CH2:8][CH2:7][CH2:6][C@H:5]([C:9]#[N:10])[CH2:4]1>CO.[Ni]>[NH2:10][CH2:9][C@@H:5]1[CH2:6][CH2:7][CH2:8][C@H:3]([OH:2])[CH2:4]1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 23584546HCID 23584546, compound

Product 1

HCID 69059299HCID 69059299, compoundYield 77.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a 2 N solution of NH3 in MeOH (15 mL) in a high pressure Parr bottle was added cis-3-hydroxy-cyclohexanecarbonitrile (0.2 g, 1.6 mmol) and W-7 Raney Nickel (0.35 g, 6.0 mmol). The mixture was placed under 45 psi H2 and shaken for 15 h. The pressure was released and the reaction filtered through a pad of diatomaceous earth. The filter pad was washed with MeOH and the filtrate was concentrated under reduced pressure to provide 0.16 g (64%) of cis-3-aminomethyl-cyclohexanol as a white solid

Workup

  1. filtrationthe reaction filtered through a pad of diatomaceous earth
  2. washThe filter pad was washed with MeOH
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e7d19f3212554f2e8867c5b3ea124005
Source dataset
uspto-grants-2009_10
Patent number
US07601714B2

Reaction notes

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