3-(2,4,5-Trifluorophenyl)prop-2-yn-1-ol → 3-(2,4,5-Trifluorophenyl)propan-1-ol

HRID 345895Notes

Reaction equation

HRID 345895 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[C:10]#[C:11][CH2:12][OH:13]>C(OCC)C.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[CH2:10][CH2:11][CH2:12][OH:13]

Participants

4

Reactant 1

HCID 199916063-(2,4,5-Trifluorophenyl)prop-2-yn-1-ol

Product 1

HCID 199916093-(2,4,5-Trifluorophenyl)propan-1-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Procedure

A solution of 3-(2,4,5-trifluorophenyl)prop-2-yn-1-ol (90 mg, 0.48 mmol) in diethyl ether (10 ml) was hydrogenated over 10% palladium on carbon at room temperature for 15 hours. The mixture was filtered through celite and the filtrate on evaporation gave an oil, which was flash chromatographed on silica using 10% ethyl ether/hexane. Fractions with Rf of about 0.16 on evaporation gave the title alcohol as a colorless oil.

Workup

  1. filtrationThe mixture was filtered through celite
  2. customthe filtrate on evaporation
  3. customgave an oil, which
  4. customchromatographed on silica using 10% ethyl ether/hexane
  5. customFractions with Rf of about 0.16 on evaporation

Sources & evidence

ORD record
ord-2964f7ce8eaa4b838ec7af6274bf41a1
Source dataset
uspto-grants-1991_10
Patent number
US05059611

Reaction notes

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