4-Methoxybenzylamine → 4-methoxycyclohexanemethan amine

HRID 624428Notes

Reaction equation

HRID 624428 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][NH2:10])=[CH:5][CH:4]=1>C(O)C>[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH2:9][NH2:10])[CH2:5][CH2:4]1

Participants

3

Reactant 1

HCID 754524-Methoxybenzylamine

Product 1

HCID 552816864-methoxycyclohexanemethan amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

(4-Methoxyphenyl)methanamine (1 g) in ethanol (10 mL) was treated with 5% Rh—Al2O3 (99.8 mg) under a H2 atmosphere (500 psi) at 50° C. for 16 hours. Additional 5% Rh—Al2O3 (0.4 g) was added. The resulting mixture was stirred under H2 atmosphere (500 psi) at 60° C. for 2 hours. The insoluble material was filtered off and the filtrate was concentrated to provide a mixture of cis and trans product as an oil, which was used for next step without further purification.

Workup

  1. filtrationThe insoluble material was filtered off
  2. concentrationthe filtrate was concentrated
  3. customto provide
  4. additiona mixture of cis and trans product as an oil, which
  5. customwas used for next step without further purification

Sources & evidence

ORD record
ord-6daad099458e4e639609b2fee5e6d03d
Source dataset
uspto-grants-2016_04
Patent number
US09303025B2

Reaction notes

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