HCID 68121037, compound → HCID 21429284, compound

HRID 437607Notes

Reaction equation

HRID 437607 reaction equation
Cl.[Cl:2][CH2:3][CH2:4][CH:5]=[C:6]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:7][CH2:8][N:9]([CH3:11])[CH3:10]>[Pd].C(O)C>[ClH:2].[Cl:2][CH2:3][CH2:4][CH2:5][CH:6]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:7][CH2:8][N:9]([CH3:11])[CH3:10]

Participants

4

Reactant 1

HCID 68121037HCID 68121037, compound

Product 1

HCID 21429284HCID 21429284, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 10 g. (0.037 mole) of 6-chloro-N,N-dimethyl-3-phenyl-3-hexenylamine hydrochloride in 150 ml. of 95% ethanol was hydrogenated using palladium on carbon catalyst. Hydrogenation was complete after 15 minutes at room temperature. The catalyst was removed by filtration and the filtrate was evaporated to a solid. Recrystallization of the solid from isobutyl methyl ketone gave 7 g. (70%) of a hygroscopic solid.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated to a solid
  3. customRecrystallization of the solid from isobutyl methyl ketone
  4. customgave 7 g

Sources & evidence

ORD record
ord-05cc8fb8cf1c47ba9d931ff3a1753966
Source dataset
uspto-grants-1977_06
Patent number
US04031245

Reaction notes

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