Water → 2-Methylsulfanylbenzene-1,3-diol

HRID 660625Notes

Reaction equation

HRID 660625 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9]C)[C:4]=1[S:11][CH3:12].B(Br)(Br)Br.O>C(Cl)Cl>[CH3:12][S:11][C:4]1[C:5]([OH:9])=[CH:6][CH:7]=[CH:8][C:3]=1[OH:2]

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 6035511,3-Dimethoxy-2-(methylthio)benzene

Product 1

HCID 688384622-Methylsulfanylbenzene-1,3-diol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,3-dimethoxy-2-methylsulfanylbenzene (2.8 g, 15 mmol) in methylene chloride (40 mL) is added BBr3 (30 mL, 30 mmol, 1M in methylene chloride) and the mixture is stirred at RT for 18 h. Water is added and the organic phase is washed with water and brine then is dried over sodium sulfate. The solvent is removed under reduced pressure to give the title compound as a pink solid.

Workup

  1. washthe organic phase is washed with water and brine
  2. dry with materialthen is dried over sodium sulfate
  3. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-3ec0328fb0414ce58ff7ecdc49182672
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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