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Water → 1,12-Dodecanediamine

HRID 2294665
Notes
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Reaction equation

HRID 2294665 reaction equation
[C:1](#[N:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]#[N:13].O>C1(C)C=CC=CC=1>[CH2:12]([NH2:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][NH2:14]
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 962WaterHCID 78301Dodecanedinitrile

Product 1

HCID 177271,12-DodecanediamineYield 85%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 0.059 mmol RuHCl(H2)(PCy3)2, 2.87 mmol dodecanedinitrile, 5 mL water and 35 mL toluene was stirred in a Fisher-Porter tube at 80° C. under 860 kPa H2. After 22 hours, gc analysis showed that the dinitrile was completely converted and the product, 1,12-dodecanediamine, formed in 85% yield.

Sources & evidence

ORD record
ord-abe756b61eab4f31a93f465a93502ef1
Source dataset
uspto-grants-1997_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05689003

Reaction notes

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On this pageParticipantsConditionsProcedureSources & evidenceReaction notes