Benzenamine, 4,4'-[1,4-phenylenebis(1-methylethylidene)]bis[N-methyl- → HCID 54486379, compound

HRID 2071886Notes

Reaction equation

HRID 2071886 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([C:21]3[CH:26]=[CH:25][C:24]([NH:27][CH3:28])=[CH:23][CH:22]=3)([CH3:20])[CH3:19])=[CH:14][CH:13]=2)([CH3:11])[CH3:10])=[CH:5][CH:4]=1.[H][H]>>[CH3:28][NH:27][CH:24]1[CH2:23][CH2:22][CH:21]([C:18]([C:15]2[CH:14]=[CH:13][C:12]([C:9]([CH:6]3[CH2:5][CH2:4][CH:3]([NH:2][CH3:1])[CH2:8][CH2:7]3)([CH3:11])[CH3:10])=[CH:17][CH:16]=2)([CH3:20])[CH3:19])[CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 75932Benzenamine, 4,4'-[1,4-phenylenebis(1-methylethylidene)]bis[N-methyl-HCID 178418361HCID 178418361, compound

Product 1

HCID 54486379HCID 54486379, compoundYield 99.8%

Procedure

100 g of α,α'-bis-(4-methylamino-phenyl)-p-diisopropylbenzene are hydrogenated in the presence of 1.0 g of the catalyst (2) (about 1% of ruthenium) at 180°- 200° C and 200° - 280° bars hydrogen pressure, until the absorption of hydrogen has ceased. Duration about 160 minutes. After cooling, the hydrogenation product is taken up in methanol, the solution is filtered and concentrated and the residue is distilled under reduced pressure. 103 g of α,α'-bis-(4-methylaminocyclohexyl)-p-diisopropylbenzene are obtained, corresponding to 100% of theory. Boiling range: 203° - 206° C/0.2 mm Hg, solidification point: 84° - 86° C.

Workup

  1. customuntil the absorption of hydrogen
  2. temperatureAfter cooling
  3. filtrationthe solution is filtered
  4. concentrationconcentrated
  5. distillationthe residue is distilled under reduced pressure

Sources & evidence

ORD record
ord-95cc09a5a31b4d51be46fb18875e6e75
Source dataset
uspto-grants-1977_09
Patent number
US04049584

Reaction notes

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