3-(3-(Hydroxymethyl)phenyl)prop-2-yn-1-ol → 3-(3-(Hydroxymethyl)phenyl)propan-1-ol

HRID 446387Notes

Reaction equation

HRID 446387 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([C:9]#[C:10][CH2:11][OH:12])[CH:6]=[CH:7][CH:8]=1>C(O)C.[Pd]>[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][CH2:11][OH:12])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 581685523-(3-(Hydroxymethyl)phenyl)prop-2-yn-1-ol

Product 1

HCID 552676803-(3-(Hydroxymethyl)phenyl)propan-1-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-(3-(hydroxymethyl)phenyl)prop-2-yn-1-ol [Aromatic Intermediate 18, step a] (0.44 g) in ethanol (20 mL) was hydrogenated using an H-Cube™ Hydrogenation Reactor (ThalesNano Nanotechnology Inc) with 10% Pd/C catalyst at 50° C. and 40 bar. The solution was passed through the H-cube three times, and concentrated in vacuo to afford the subtitled compound as a pale yellow oil. Yield (0.40 g).

Workup

  1. customat 50° C.
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-20aee5317a1b4047a315fce41189195e
Source dataset
uspto-grants-2013_07
Patent number
US08476265B2

Reaction notes

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