4-Cyanophenylvinyl cyclopropyl ketone → HCID 13316970, compound

HRID 359792Notes

Reaction equation

HRID 359792 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-1b4a507675ff41e59dc2ee2283223c9c
Source dataset
uspto-grants-1991_03
Patent number
US05002960

Reaction notes

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