Isopropylamine → HCID 70595162, compound

HRID 2420593Notes

Reaction equation

HRID 2420593 reaction equation
[C:1]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([CH3:11])=[CH:8][CH:9]=O.[CH:18]([NH2:21])([CH3:20])[CH3:19]>CO.[Ni]>[CH:18]([NH:21][CH2:9][CH2:8][CH:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:11])([CH3:20])[CH3:19]

Participants

5

Reactant 2

HCID 6363IsopropylamineHCID 86735977HCID 86735977, compound

Product 1

HCID 70595162HCID 70595162, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent2×

Procedure

A solution of 2.22 g of 3-p-biphenylyl-2-buten-1-al (obtainable by reacting 4-acetylbiphenyl with 2,2-diethoxy-ethylmagnesium bromide and subsequent treatment with p-toluenesulfonic acid) and 0.6 g of isopropylamine in 25 ml of methanol is heated at 200° for 5 hours in a tube. After cooling, 0.5 g of Raney nickel, moist with methanol, is added and the resulting Schiff's base is hydrogenated for one hour at 100 atms. and 80°. The mixture is cooled and filtered and 1-isopropylamino-3-p-biphenylyl-butane is obtained.

Workup

  1. temperatureAfter cooling
  2. custom80°
  3. temperatureThe mixture is cooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-99c0793302614a77bc2840c73e2f1298
Source dataset
uspto-grants-1978_08
Patent number
US04110447

Reaction notes

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