Water → HCID 66955174, compound

HRID 240833Notes

Reaction equation

HRID 240833 reaction equation
[Br:1]Br.[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=3)[CH:10]=2)[CH:5]=[CH:4]1.O.S([O-])([O-])(=O)=S.[Na+].[Na+]>CN(C=O)C>[Br:1][C:5]1[C:6]2[C:11](=[CH:10][C:9]([C:12]3[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=3)=[CH:8][CH:7]=2)[NH:3][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24408BromineHCID 24477Sodium ThiosulfateHCID 66955053HCID 66955053, compound

Product 1

HCID 66955174HCID 66955174, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A mixture solution of bromine (25 μL, 0.48 mmol) in DMF (1 mL) was added to a mixture solution of 4-(1H-indol-6-yl)phenol (100 mg, 0.48 mmol) in DMF (1 mL) at room temperature. After stirring for 1.5 hours at room temperature, followed by addition of icy water and addition of sodium thiosulfate, the mixture was stirred for 1 hour. Thus produced solid was filtered, washed with water and dried at room temperature. The target compound (136 mg) was obtained as white solid.

Workup

  1. stirringthe mixture was stirred for 1 hour
  2. filtrationThus produced solid was filtered
  3. washwashed with water
  4. customdried at room temperature

Sources & evidence

ORD record
ord-9e88fb9c75c2496dad2fe9ed35e388e5
Source dataset
uspto-grants-2014_02
Patent number
US08648089B2

Reaction notes

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