4-Cyanophenylvinyl cyclopropyl ketone → HCID 13316970, compound

HRID 2165377Notes

Reaction equation

HRID 2165377 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-75487bf9780844c7b25c5b3670ba55eb
Source dataset
uspto-grants-1990_07
Patent number
US04939267

Reaction notes

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