4-Toluenesulfonyl chloride → 8-Chlorooctyl 4-methylbenzene-1-sulfonate

HRID 2118656Notes

Reaction equation

HRID 2118656 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[Cl:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21]>N1C=CC=CC=1>[Cl:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=1)(=[O:9])=[O:8]

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 900121-Octanol, 8-chloro-

Product 1

HCID 139572728-Chlorooctyl 4-methylbenzene-1-sulfonate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

20.5 Grams of p-toluenesulphonyl chloride were added to a mixture of 17.7 g 8-chloro-1-octanol and 50 ml of pyridine at 0°. After an hour the solution was added to ice and the mixture was extracted with ether. The ethereal solution was washed with dilute hydrochloric acid, dried with magnesium sulfate, and evaporated to yield the title compound as an oil.

Workup

  1. additionAfter an hour the solution was added to ice
  2. extractionthe mixture was extracted with ether
  3. washThe ethereal solution was washed with dilute hydrochloric acid
  4. dry with materialdried with magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-21b1eeece7ac43ba8a242300305ab279
Source dataset
uspto-grants-1987_07
Patent number
US04680300

Reaction notes

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