4-Methoxybenzylamine → 4-methoxycyclohexanemethan amine

HRID 1478142Notes

Reaction equation

HRID 1478142 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 (1.0 g) in ethanol (10 ml) was treated with 5% Rh—Al2O3 (99.8 mg, 0.048 mmol) under 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 in the 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 in the next step without further purification

Sources & evidence

ORD record
ord-42232e0dcca943f2abd1c1fae0581825
Source dataset
uspto-grants-2016_08
Patent number
US09403822B2

Reaction notes

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