HCID 53912156, compound → HCID 54474084, compound

HRID 443055Notes

Reaction equation

HRID 443055 reaction equation
[C:1]1([C:7]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:8][CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].C(O)C>[C:1]1([C:7]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 53912156HCID 53912156, compound

Product 1

HCID 54474084HCID 54474084, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To an ethanol solution (6.3 ml) of ethyl 8,8,8-triphenyloct-5-enoate (626 mg) was added 10% Pd-C (188 mg). The mixture was subjected to catalytic hydrogenation for six hours at ambient temperatures under atmospheric pressure. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The concentrate was purified by means of a silica gel column chromatography (hexane:ethyl acetate=10:1) to afford 620 mg of the title compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe concentrate was purified by means of a silica gel column chromatography (hexane:ethyl acetate=10:1)

Sources & evidence

ORD record
ord-140a493c98eb4f97922a94cdd141b6b2
Source dataset
uspto-grants-1999_04
Patent number
US05891916

Reaction notes

Loading…