4-Cyanophenylvinyl cyclopropyl ketone → HCID 13316970, compound

HRID 1905476Notes

Reaction equation

HRID 1905476 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-176bcf164231447585ce93fc34f79d63
Source dataset
uspto-grants-1989_06
Patent number
US04843087

Reaction notes

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