Benzyl Bromide → 1-Benzyl-3-phenylsulfinylindole

HRID 1906935Notes

Reaction equation

HRID 1906935 reaction equation
[H-].[Na+].[C:3]1([S:9]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][CH:12]=2)=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C)C=O>[CH2:20]([N:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:11]([S:9]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)=[O:10])=[CH:12]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 134429343-(Benzenesulfinyl)-1H-indole

Product 1

HCID 134429351-Benzyl-3-phenylsulfinylindole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound was prepared in the same manner as described in Example 7 using sodium hydride (0.036 g, 50% in mineral oil; 0.90 mmol), dimethylformamide (5 ml), 3-phenylsulfinylindole (0.200 g, 0.82 mmol) and benzyl bromide (0.11 ml, 0.154 g, 0.90 mmol). Crystallization of the crude product from dichloromethane-hexane gave the title compound. M.P.-148°-149° (dichloromethane-hexane).

Workup

  1. customThis compound was prepared in the same manner
  2. customCrystallization of the crude product from dichloromethane-hexane

Sources & evidence

ORD record
ord-676c586b4a3449599bff0718ba0bf9ff
Source dataset
uspto-grants-1987_03
Patent number
US04654360

Reaction notes

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