Chlorosulfonic acid → HCID 53719869, compound

HRID 866572Notes

Reaction equation

HRID 866572 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 1/2 hour (some exotherm) to 81 g. (.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 3 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 3 hours at 25°-30° C.
  6. waitstand overnight
  7. additionIt was poured onto 900 g
  8. washThe resulting organic phase was washed with water, 30% aqueous Na2CO3, again with water
  9. dry with materialdried over Na2SO4
  10. customthe solvent was evaporated

Sources & evidence

ORD record
ord-ec591f6748c34b50a872705e741157a8
Source dataset
uspto-grants-1978_07
Patent number
US04100163

Reaction notes

Loading…