Water → 4-Bromo-1-(methylthio)-2-(trifluoromethyl)-benzene

HRID 1695115Notes

Reaction equation

HRID 1695115 reaction equation
[CH3:1][S-:2].[Na+].[Br:4][C:5]1[CH:6]=[CH:7][C:8](F)=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1.O>CN(C=O)C>[Br:4][C:5]1[CH:6]=[CH:7][C:8]([S:2][CH3:1])=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 27363255-Bromo-2-fluorobenzotrifluorideHCID 4378561Sodium methanethiolate

Product 1

HCID 223153184-Bromo-1-(methylthio)-2-(trifluoromethyl)-benzeneYield 68.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of sodium thiomethoxide (317 mg) and 5-bromo-2-fluorobenzotrifluoride (1.0 g) in DMF (4 ml) was heated at 50° C. for 1 h then poured into water and extracted with isohexane. The organics were washed with brine, dried and concentrated in vacuo to give the tip sub-title compound (762 mg).

Workup

  1. extractionextracted with isohexane
  2. washThe organics were washed with brine
  3. customdried
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c6fff3e4dc1a488793bb8c764f4f3fbb
Source dataset
uspto-grants-2012_04
Patent number
US08163727B2

Reaction notes

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