4-Toluenesulfonyl chloride → HCID 20442238, compound
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.[CH2:12]([O:20][CH:21]([CH2:24][O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:22][OH:23])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>N1C=CC=CC=1>[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([O:23][CH2:22][CH:21]([O:20][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:24][O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])(=[O:9])=[O:8])=[CH:3][CH:2]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
p-Toluenesulfonyl chloride (1.2 g) was added to a stirred solution of 2,3-di-n-octyloxy-1-propanol (930 mg) in dried pyridine (10 ml) at 2° C. over 7 minutes. The reaction mixture was stirred at 0° to 5° C. for 2 hours and at room temperature overnight. The resultant solution was poured into ice water (50 ml) and extracted with ethyl acetate (40 ml). The extract was washed with dil. hydrochloric acid (20 ml) and a saturated aqueous solution of sodium chloride (20 ml) in turn, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give oil (920 mg) of 2,3-di-n-octyloxy-1-propyl p-toluenesulfonate.