Dichloromethane → HCID 21291621, compound

HRID 1749389Notes

Reaction equation

HRID 1749389 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6]/[C:5](=[N:8]\O)/[CH2:4][C:3]1([CH3:11])[CH3:10].C(Cl)Cl>CO.[Ni]>[NH2:8][CH:5]1[CH2:6][CH2:7][CH:2]([OH:1])[C:3]([CH3:11])([CH3:10])[CH2:4]1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 118162127HCID 118162127, compound

Product 1

HCID 21291621HCID 21291621, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent2×

Procedure

To a solution of (E)-4-hydroxy-3,3-dimethylcyclohexanone oxime (1.0 equiv.) in MeOH (0.8 M) was added Raney-Ni (10 equiv.). The reaction mixture was stirred at room temperature under hydrogen atmosphere overnight. TLC (DCM:MeOH=10:1) showed that the reaction was completed. The mixture was filtered and the filtrate was concentrated in vacuo to give 4-amino-2,2-dimethylcyclohexanol (92% yield), which was used in the next step without further purification.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-a40b5b18a7f44382bffae1e4428e6a40
Source dataset
uspto-grants-2015_10
Patent number
US09156798B2

Reaction notes

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