Sodium Sulfite → Sodium (2-bromophenyl)methanesulfonate

HRID 1523753Notes

Reaction equation

HRID 1523753 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8]Br.[O-:10][S:11]([O-:13])=[O:12].[Na+:14].[Na+]>CO.O>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][S:11]([O-:13])(=[O:12])=[O:10].[Na+:14]

Participants

4

Reactant 2

HCID 24437Sodium SulfiteHCID 769652-Bromobenzyl bromide

Product 1

HCID 23671425Sodium (2-bromophenyl)methanesulfonateYield 155.6%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
85 °C

Procedure

A mixture of 1-bromo-2-(bromomethyl)benzene (20 g, 0.08 mol) and Na2SO3 (15 g, 0.12 mol) in methanol/H2O (100 mL/100 mL) was stirred at 85° Celsius for 2.5 hours, concentrated to dryness and dried to give sodium (2-bromophenyl)methanesulfonate (34 g, crude). 1H NMR (300 MHz, DMSO-d6) δ 7.54 (m, 2H), 7.27 (m, 1H), 7.12 (m, 1H), 3.91 (s, 2H).

Workup

  1. concentrationconcentrated to dryness
  2. customdried

Sources & evidence

ORD record
ord-ba73c57acffc46378d6bd19f9f3e6128
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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