3-Cyanocinnamyl alcohol → 3-(3-Hydroxypropyl)benzonitrile

HRID 231095Notes

Reaction equation

HRID 231095 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[CH:6]=[CH:7][CH2:8][OH:9])#[N:2]>CO.[Pd]>[C:1]([C:3]1[CH:4]=[C:5]([CH2:6][CH2:7][CH2:8][OH:9])[CH:10]=[CH:11][CH:12]=1)#[N:2]

Participants

4

Reactant 1

HCID 537352473-Cyanocinnamyl alcohol

Product 1

HCID 138542623-(3-Hydroxypropyl)benzonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3-cyanocinnamyl alcohol (4.1 g) in methanol (100 ml) was hydrogenated at 50 psi over 10% palladium on charcoal (0.5 g) for 1 hour. The catalyst was filtered off and the filtrate was evaporated to give the product as a pale oil.

Workup

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

Sources & evidence

ORD record
ord-e79787e0295e49e08590d53b358ed62a
Source dataset
uspto-grants-1989_07
Patent number
US04845110

Reaction notes

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