1,3-Benzenedimethanamine → 1,3-Bis(aminomethyl)cyclohexane

HRID 1611081Notes

Reaction equation

HRID 1611081 reaction equation
[C:1]1([CH2:9][NH2:10])[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH2:8])[CH:2]=1>[Ru]>[NH2:8][CH2:7][CH:3]1[CH2:4][CH2:5][CH2:6][CH:1]([CH2:9][NH2:10])[CH2:2]1

Participants

3

Reactant 1

HCID 151331,3-Benzenedimethanamine2×

Product 1

HCID 174061,3-Bis(aminomethyl)cyclohexane

Reagents, catalysts & solvents 1

HCID 23950RutheniumCatalyst

Procedure

By hydrogenating m-xylylenediamine (available from Mitsubishi Gas Chemical Company, Inc., hereinafter referred to as “MXDA”) in the presence of an alumina catalyst supporting 2% by weight of ruthenium, 1,3-bis(aminomethyl)cyclohexane (1,3-BAC) was produced. The hydrogenation was performed in a fixed bed reactor while supplying the starting liquid and hydrogen from the top of the reactor under the following conditions.

Sources & evidence

ORD record
ord-2b823c70b3eb4a9087f5c6b474574ec2
Source dataset
uspto-grants-2006_01
Patent number
US06984758B2

Reaction notes

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