Bromo-3-methanesulfonyl-5-(4-methoxy-benzyloxy)-benzene → 3-Bromo-5-(methylsulfonyl)phenol

HRID 418094Notes

Reaction equation

HRID 418094 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([O:8]CC2C=CC(OC)=CC=2)[CH:5]=[C:4]([S:18]([CH3:21])(=[O:20])=[O:19])[CH:3]=1>C(O)(=O)C>[Br:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([S:18]([CH3:21])(=[O:19])=[O:20])[CH:3]=1

Participants

3

Reactant 1

HCID 57863085Bromo-3-methanesulfonyl-5-(4-methoxy-benzyloxy)-benzene

Product 1

HCID 578630913-Bromo-5-(methylsulfonyl)phenolYield 88.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

Bromo-3-methanesulfonyl-5-(4-methoxy-benzyloxy)-benzene (5.7 g) was dissolved in glacial acetic acid (80 mL) and stirred at 100° C. for 5 h. The solvent was removed under reduced pressure and the crude material was purified on a silica gel column using ethyl acetate and hexanes to yield the title compound (3.4 g, 88% yield).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe crude material was purified on a silica gel column

Sources & evidence

ORD record
ord-512b7932333f46faa7caeaebb2c01175
Source dataset
uspto-grants-2012_01
Patent number
US08093253B2

Reaction notes

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