Water → HCID 22316038, compound

HRID 1769843Notes

Reaction equation

HRID 1769843 reaction equation
[N+:1]([C:4]1[CH:42]=[CH:41][C:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3([C:25]4[CH:30]=[CH:29][C:28]([CH2:31][C:32]5[CH:37]=[CH:36][C:35]([N+:38]([O-])=O)=[CH:34][CH:33]=5)=[CH:27][CH:26]=4)[CH2:20][CH2:19][CH:18]([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-])=O.O.[H][H]>O1CCCC1>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([C:15]3([C:25]4[CH:26]=[CH:27][C:28]([CH2:31][C:32]5[CH:33]=[CH:34][C:35]([NH2:38])=[CH:36][CH:37]=5)=[CH:29][CH:30]=4)[CH2:20][CH2:19][CH:18]([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:17][CH2:16]3)=[CH:13][CH:14]=2)=[CH:41][CH:42]=1

Participants

5

Reactant 3

HCID 962WaterHCID 20097788HCID 20097788, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22316038HCID 22316038, compoundYield 41.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1,1-Bis[4-(4-nitrobenzyl)phenyl]-4-butylcyclohexane 38.0 g was dissolved in 500 ml of tetrahydrofuran, a Pd--C catalyst (5% purity, water content 55.9%) 4.0 g was added, and the mixture was cooled with water at atmospheric pressure and contacted with hydrogen gas with stirring. After the absorption of hydrogen stopped, the catalyst was filtered off and the solution was concentrated. The concentrate was recrystallized with mixture solvent of ethanol 87% and methanol 13% to obtain 1,1-bis[4-(4-aminobenzyl)phenyl]-4-butylcyclohexane 14.22 g which is a diamino compound of the present invention. The melting point was 58.5°-60.1° C.

Workup

  1. customAfter the absorption of hydrogen
  2. filtrationthe catalyst was filtered off
  3. concentrationthe solution was concentrated
  4. customThe concentrate was recrystallized with mixture solvent of ethanol 87% and methanol 13%

Sources & evidence

ORD record
ord-20cb56ed45ae4053add073a8bad78435
Source dataset
uspto-grants-1995_01
Patent number
US05382688

Reaction notes

Loading…