4-Cyanophenylvinyl cyclopropyl ketone → HCID 13316970, compound
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]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
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
- filtrationThe catalyst was filtered off
- customthe product isolated from the filtrate
- customrecrystallized from methanol
Sources & evidence
- ORD record
- ord-176bcf164231447585ce93fc34f79d63
- Source dataset
- uspto-grants-1989_06
- Patent number
- US04843087
Reaction notes
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