Ammonia → HCID 83680123, compound

HRID 1749524Notes

Reaction equation

HRID 1749524 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][CH2:5][C:4](=[N:8]O)[C:3]1([CH3:11])[CH3:10].N>[Ni].CO>[NH2:8][CH:4]1[CH2:5][CH2:6][CH2:7][CH:2]([OH:1])[C:3]1([CH3:11])[CH3:10]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 118162236HCID 118162236, compound

Product 1

HCID 83680123HCID 83680123, compoundYield 79.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 3-hydroxy-2,2-dimethylcyclohexanone oxime (1.8 g, crude) and Raney nickel (1.5 g) in a MeOH (50 mL) and ammonia (5 mL) was stirred at 25° C. under hydrogen atmosphere overnight. The reaction mixture was filtered through celite and the filter cake was rinsed with MeOH (50 mL). The filtrate was concentrated to afford the title compound (1.30 g, crude). MS (ESI) m/z 144.2 [M+H]+.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. washthe filter cake was rinsed with MeOH (50 mL)
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-8d444788b4674f9e8ab39fcff1bb14b4
Source dataset
uspto-grants-2015_10
Patent number
US09156798B2

Reaction notes

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