3-(2-Methylpropenyl)benzonitrile → 3-Isobutylbenzonitrile

HRID 1034045

Reaction equation

HRID 1034045 reaction equation
[CH3:1][C:2]([CH3:12])=[CH:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7]#[N:8]>CO.[Pd]>[CH2:3]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7]#[N:8])[CH:2]([CH3:12])[CH3:1]

Participants

4

Reactant 1

HCID 190247923-(2-Methylpropenyl)benzonitrile

Product 1

HCID 190247553-IsobutylbenzonitrileYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 3-(2-methyl-1-propenyl)benzonitrile (5.80 g) in methanol (50 ml) was added 10% palladium on activated carbon (1 g), and the mixture was stirred under hydrogen atmosphere (3 atm) at 25° C. for 1 hour. The catalyst was filtered off and the liltrate was evaporated to give 3-isobutylbenzonitrile (5.52 g) as a pale yellow oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe liltrate was evaporated

Sources & evidence

ORD record
ord-f5fee2c5150e427682aeaa078f4e5058
Source dataset
uspto-grants-1994_05
Patent number
US05312829

Linked notes

Loading…