4-Cyanophenylvinyl cyclopropyl ketone → HCID 13316970, compound

HRID 544621Notes

Reaction equation

HRID 544621 reaction equation
[CH:1]1([C:4]([CH:6]=[CH:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=2)=[O:5])[CH2:3][CH2:2]1>C(O)C.[Pd]>[CH:1]1([C:4]([CH2:6][CH2:7][C:8]2[CH:9]=[CH:10][C:11]([C:14]#[N:15])=[CH:12][CH:13]=2)=[O:5])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 572526194-Cyanophenylvinyl cyclopropyl ketone

Product 1

HCID 13316970HCID 13316970, compoundYield 74.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 11.83 g of 4-cyanophenylvinyl cyclopropyl ketone in 200 ml of absolute ethanol containing 0.3 g of 10% palladium-on-carbon catalyst was hydrogenated at an initial pressure of 45 pounds per sq. in. for one hour. The catalyst was filtered off, and the product isolated from the filtrate and recrystallized from methanol to give 8.9 g of 4-cyanophenylethyl cyclopropyl ketone, m.p. 76° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe product isolated from the filtrate
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-61d5cd5b431f4e3490a8a7126b0829d3
Source dataset
uspto-grants-1984_05
Patent number
US04451476

Reaction notes

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