3-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-prop-2-yn-1-ol → 3-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-propan-1-ol

HRID 1633639Notes

Reaction equation

HRID 1633639 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]#[C:18][CH2:19][OH:20])=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)=[CH:4][CH:3]=1>CO.O=[Pt]=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([CH2:17][CH2:18][CH2:19][OH:20])=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 186794723-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-prop-2-yn-1-ol

Product 1

HCID 186794583-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-propan-1-olYield 87.9%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

800 mg (3 mmol) 3-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-prop-2-yn-1-ol in 25 ml MeOH were hydrogenated in the presence of 100 mg PtO2, filtered and evaporated to yield 710 mg crude 3-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-propan-1-ol as colorless gum, MS: 270 (MH+).

Workup

  1. filtrationfiltered
  2. customevaporated

Sources & evidence

ORD record
ord-fc46f4f6032048058bf467dc66dfc3eb
Source dataset
uspto-grants-2003_01
Patent number
US06503907B2

Reaction notes

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