HCID 20291273, compound → HCID 11696424, compound

HRID 1724015Notes

Reaction equation

HRID 1724015 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([OH:26])([C:22]([F:25])([F:24])[F:23])[C:18]([F:21])([F:20])[F:19])=[CH:14][CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(C)C=CC=CC=1.O=[Mn]=O>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([OH:26])([C:18]([F:21])([F:19])[F:20])[C:22]([F:23])([F:24])[F:25])=[CH:14][CH:15]=2)[CH:10]=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 20291273HCID 20291273, compound

Product 1

HCID 11696424HCID 11696424, compoundYield 95.2%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 8.5 g (22.51 mmol) of 2-(1-benzyl-2,3-dihydro-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol in 60 mL toluene was treated with 9.8 g (112 mmol) of MnO2 powder. The mixture was stirred for 10 hrs at RT and 8 hrs at 60° C. Filtration and evaporation of the solvent yielded 8.0 g (95%) of 2-(1-benzyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol, yellow solid, MS: 374 (MH+).

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-8d2a27285c1041e7ab6f91cf0860b125
Source dataset
uspto-grants-2009_02
Patent number
US07485652B2

Reaction notes

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