5-(1-Naphthyl)-4-pentyn-1-ol → 5-(Naphth-1-yl)pentanol

HRID 654954

Reaction equation

HRID 654954 reaction equation
[C:1]1([C:11]#[C:12][CH2:13][CH2:14][CH2:15][OH:16])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1>C(OCC)C.[Pd]>[C:1]1([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][OH:16])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 199555575-(1-Naphthyl)-4-pentyn-1-ol

Product 1

HCID 103532005-(Naphth-1-yl)pentanol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 5-(1-naphthyl)-4-pentyn-1-ol (500 ng, 2.37 mmol) and 5% palladium on barium sulfate (5 mg) in ethyl ether (30 ml) was stirred at room temperature under a hydrogen atmosphere for two days. Solvent removal, after filtration through celite, gave the title compound as a yellow oil.

Workup

  1. customSolvent removal
  2. filtrationafter filtration through celite

Sources & evidence

ORD record
ord-fc1489072aa34dfd8d39a00b9d7dfcbb
Source dataset
uspto-grants-1992_07
Patent number
US05134128

Linked notes

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