5-Tert-butyl-m-xylene → 4-tert-butyl-2,6-dimethylbenzenesulfonyl chloride

HRID 1856253Notes

Reaction equation

HRID 1856253 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[CH3:6][C:7]1[CH:8]=[C:9]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:10]=[C:11]([CH3:13])[CH:12]=1>>[C:14]([C:9]1[CH:8]=[C:7]([CH3:6])[C:12]([S:2]([Cl:1])(=[O:5])=[O:3])=[C:11]([CH3:13])[CH:10]=1)([CH3:17])([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 73785-Tert-butyl-m-xyleneHCID 24638Chlorosulfonic acid

Product 1

HCID 38685064-tert-butyl-2,6-dimethylbenzenesulfonyl chloride

Conditions

Temperature
0 °C

Procedure

85 ml Chlorosulphonic acid (1.3 mole) was added to a mixture of 81 g (0.5 mole) 3,5 -dimethyl-tert.-butylbenzene at 0± 2° C. The reaction mixture was stirred at 0° C. for 1.5 hours, poured on ice and the layers were separated. The organic layer was washed with water, sodium bicarbonate, and water and was then dried with sodium sulphate. The solvent was removed in vacuum giving pale-yellow crystals of the title compound, m.p. 65° C.

Workup

  1. additionpoured on ice
  2. customthe layers were separated
  3. washThe organic layer was washed with water, sodium bicarbonate, and water
  4. dry with materialwas then dried with sodium sulphate
  5. customThe solvent was removed in vacuum

Sources & evidence

ORD record
ord-d05a79bf95d44af2b0711589058f59fa
Source dataset
uspto-grants-1980_08
Patent number
US04218476

Reaction notes

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