4-Bromoanisole → 5-Bromo-2-methoxybenzene-1-sulfonyl chloride

HRID 1045382Notes

Reaction equation

HRID 1045382 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[Br:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1>>[Br:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH3:14])=[C:11]([S:2]([Cl:1])(=[O:5])=[O:3])[CH:12]=1

Participants

3

Reactant 2

HCID 77304-BromoanisoleHCID 24638Chlorosulfonic acid

Product 1

HCID 5200205-Bromo-2-methoxybenzene-1-sulfonyl chloride

Conditions

Temperature
0 °C

Procedure

To chlorosulphonic acid (140 mL, 2 mol), cooled to 0-5° C., there added dropwise 35 ml (0.279 mol) of 4-bromoanisole. The solution is stirred for 30 minutes at 0° C. and then for about 16 hours at ambient temperature; it is poured slowly onto ice and is then stirred for a few more minutes. The white precipitate formed is filtered off and then washed with copious amounts of water.

Workup

  1. waitfor about 16 hours at ambient temperature
  2. additionit is poured slowly onto ice
  3. stirringis then stirred for a few more minutes
  4. customThe white precipitate formed
  5. filtrationis filtered off
  6. washwashed with copious amounts of water

Sources & evidence

ORD record
ord-343149dab11f4122acc717731d1b24a3
Source dataset
uspto-grants-2013_10
Patent number
US08569285B2

Reaction notes

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