HCID 54055737, compound → HCID 19045624, compound

HRID 1781498Notes

Reaction equation

HRID 1781498 reaction equation
[C:1]([CH2:3][C:4]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH:5]=[CH:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])#[N:2]>C(O)C.[Pd]>[C:1]([CH2:3][C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])#[N:2]

Participants

4

Reactant 1

HCID 54055737HCID 54055737, compound

Product 1

HCID 19045624HCID 19045624, compoundYield 85.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 5-cyano-4,4-diphenyl-2-pentenoate (0.7 g) in ethanol (20 ml) was added 10% palladium-on-carbon (0.24 g), and the mixture was subjected to catalytic hydrogenation at atmospheric pressure and temperature. The catalyst in the reaction mixture was filtered off and the filtrate was concentrated to dryness. The group was purified by silica gel column chromatography to provide the title compound (0.6 g) as colorless oil.

Workup

  1. filtrationThe catalyst in the reaction mixture was filtered off
  2. concentrationthe filtrate was concentrated to dryness
  3. customThe group was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-eaada865db324bc28dcbc45995d18d6d
Source dataset
uspto-grants-1997_05
Patent number
US05633248

Reaction notes

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