4-Methoxybenzylamine → 4-methoxycyclohexanemethan amine

HRID 1468981Notes

Reaction equation

HRID 1468981 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-0fc97685ded64851945cb7ae0b362840
Source dataset
uspto-grants-2015_04
Patent number
US09006247B2

Reaction notes

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