(E)-3-[4-(pyridin-3-ylmethyl)phenyl]allyl alcohol → 3-[4-(Pyridin-3-ylmethyl)phenyl]propanol
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]2[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[CH2:16][OH:17])=[CH:10][CH:9]=2)[CH:2]=1.[H][H]>C(O)C.[C].[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][CH2:16][OH:17])=[CH:12][CH:13]=2)[CH:2]=1Participants
5
Procedure
In 10 ml of ethanol was dissolved 500 mg of (E)-3-[4-(pyridin-3-ylmethyl)phenyl]allyl alcohol, and to the resulting solution was added 100 mg of 5% palladium-carbon, and the resulting mixture was stirred at room temperature in a hydrogen atmosphere for 2.5 hours. The reaction mixture thus obtained was filtered and the filtrate thus obtained was concentrated under reduced pressure to obtain 500 mg (yield 99.1%) of colorless, oily 3-[4-(pyridin-3-ylmethyl)phenyl]propanol.
Workup
- customThe reaction mixture thus obtained
- filtrationwas filtered
- customthe filtrate thus obtained
- concentrationwas concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-f458dca90a144b2eaab80f8fc36c2a6f
- Source dataset
- uspto-grants-1987_12
- Patent number
- US04713387
Reaction notes
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