HCID 7687, compound → HCID 20575605, compound

HRID 894380Notes

Reaction equation

HRID 894380 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:14])[CH2:11][CH:12]=O)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[CH3:15][CH:16]1[O:21][CH2:20][CH2:19][NH:18][CH2:17]1>[Pd].[Zn].CO>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:14])[CH2:11][CH2:12][N:18]2[CH2:19][CH2:20][O:21][CH:16]([CH3:15])[CH2:17]2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

6

Reactant 2

HCID 7687HCID 7687, compoundHCID 4106152-Methylmorpholine

Product 1

HCID 20575605HCID 20575605, compoundYield 82%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 23994ZincCatalystHCID 887MethanolSolvent

Procedure

A mixture of 190 parts of 3-p-isopropylphenyl-3-methylpropanal, 111 parts of 2-methylmorpholine, 300 parts of methanol and 20 parts of catalyst, comprising 0.5% by weight of Pd, 0.11% by weight of Zn and 0.1% by weight of Cd on Al2O3, is hydrogenated in a stirred autoclave of 1,000 parts by volume capacity, at 120° C. under a hydrogen pressure of 50 bar, until the pressure remains constant. The autoclave is then allowed to cool, the catalyst is filtered off and the filtrate is purified by distillation. 266 parts of N-(3'-(p-isopropylphenyl)-3'-methylpropyl)-2-methylmorpholine, boiling point 122° C./0.05 mm Hg are obtained. The yield is 82% of theory.

Workup

  1. customis hydrogenated in a stirred autoclave of 1,000 parts by volume capacity, at 120° C. under a hydrogen
  2. temperatureto cool
  3. filtrationthe catalyst is filtered off
  4. distillationthe filtrate is purified by distillation

Sources & evidence

ORD record
ord-0fd1603c7b8d446d8ef943960dcb1424
Source dataset
uspto-grants-1981_08
Patent number
US04283534

Reaction notes

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