Chlorosulfonic acid → HCID 53719869, compound

HRID 1706863Notes

Reaction equation

HRID 1706863 reaction equation
[CH2:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Cl:16][S:17](O)(=[O:19])=[O:18]>C(OCC)C>[CH2:1]([C:9]1[C:10]([CH3:15])=[C:11]([S:17]([Cl:16])(=[O:19])=[O:18])[CH:12]=[CH:13][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 524675Benzene, 1-methyl-2-octyl

Product 1

HCID 53719869HCID 53719869, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Octyltoluene (50 g.-0.245 mole) as prepared in Table 1 was added slowly at 5°-10° C. with stirring over one half hour (some exotherm) to 81 g. (0.69 mole) chlorosulfonic acid in a 250 ml. round bottom flask fitted with air stirrer, thermometer, addition funnel, reflux condenser, scrubber and ice bath. The reaction mixture was allowed to stir for three hours at 25°-30° C. and then stand overnight. It was poured onto 900 g. ice, 500 ml. diethyl ether was added and the mixture was stirred until the ice melted. The resulting organic phase was washed with water, 30% aqueous Na2CO3, again with water, dried over Na2SO4 and the solvent was evaporated. Thirty nine g. of octylmethylbenzenesulfonyl chloride was obtained.

Workup

  1. additionwas added slowly at 5°-10° C.
  2. customround bottom flask fitted with air stirrer
  3. additionthermometer, addition funnel
  4. temperaturereflux condenser
  5. stirringto stir for three hours at 25°-30° C.
  6. additionIt was poured onto 900 g
  7. washThe resulting organic phase was washed with water, 30% aqueous Na2CO3, again with water
  8. dry with materialdried over Na2SO4
  9. customthe solvent was evaporated

Sources & evidence

ORD record
ord-bcef854516ff4245ae00ea39c64d9d61
Source dataset
uspto-grants-1980_06
Patent number
US04209419

Reaction notes

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