3-[3-(4-Trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-yn-1-ol → 3-[3-(4-Trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-propan-1-ol

HRID 966271Notes

Reaction equation

HRID 966271 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH:14]=[CH:15][C:16]([C:18]#[C:19][CH2:20][OH:21])=[CH:17][C:12]=3[S:11][N:10]=2)=[CH:5][CH:4]=1>CO.O=[Pt]=O>[F:23][C:2]([F:1])([F:22])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:13]3[CH:14]=[CH:15][C:16]([CH2:18][CH2:19][CH2:20][OH:21])=[CH:17][C:12]=3[S:11][N:10]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 223141193-[3-(4-Trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-yn-1-ol

Product 1

HCID 223140253-[3-(4-Trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-propan-1-olYield 71.1%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

500 mg (1.5 mmol) 3-[3-(4-Trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-yn-1-ol in 25 ml MeOH were hydrogenated in the presence of 120 mg PtO2. H2O , filtration over silica gel and evaporation yielded 360 mg (71%) 3-[3-(4-Trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-propan-1-ol, which was directly subjected to the following reaction.

Workup

  1. filtrationH2O , filtration
  2. customover silica gel and evaporation

Sources & evidence

ORD record
ord-4714ea17d986428f9a2f0647fb4ac81f
Source dataset
uspto-grants-2005_10
Patent number
US06951879B2

Reaction notes

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