HCID 22167633, compound → HCID 22167635, compound

HRID 1031409Notes

Reaction equation

HRID 1031409 reaction equation
[CH3:1][N:2]([CH3:22])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[C:11]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>C(O)C.[Pd]>[CH3:1][N:2]([CH3:22])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 1

HCID 22167633HCID 22167633, compound

Product 1

HCID 22167635HCID 22167635, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-Dimethylamino-9-pentyl-8-tetradecene (Example 26c) (7.5 g) was hydrogenated in ethanol (75 ml) at 45 psi in the presence of 10% Pd/C (0.7 g) at room temperature for 5 hours. The reaction mixture was filtered and evaporated to dryness. The resulting oil was purified by distillation at 0 01 torr (in a Kugelrohr apparatus at 210°) to give 1-dimethylamino-9-pentyltetradecane as a colourless oil (5.7 g, 76%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated to dryness
  3. distillationThe resulting oil was purified by distillation at 0 01 torr (in a Kugelrohr apparatus at 210°)

Sources & evidence

ORD record
ord-a6ff6ade4b2248a785ff97386a82cfed
Source dataset
uspto-grants-1990_09
Patent number
US04954339

Reaction notes

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