Methanesulfonyl chloride → 4-[4-(Benzyloxy)phenyl]butyl methanesulfonate

Reaktionsgleichung

[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][OH:19])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>C(OCC)(=O)C.C(N(CC)CC)C>[CH3:20][S:21]([O:19][CH2:18][CH2:17][CH2:16][CH2:15][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:14][CH:13]=1)(=[O:23])=[O:22]

Komponenten

Versuchsvorschrift

To a solution of 4-(4-benzyloxyphenyl)butanol (10 g) in ethyl acetate (390 ml), triethylamine (8.16 ml) and methanesulfonyl chloride (4.53 ml) were added drop by drop under ice cooling. After stirring at the ice cooling temperature for 30 minutes and at room temperature for 1 hour, the reaction mixture was washed with ice water and saturated saline. After drying with anhydrous sodium sulfate, the solvent was distilled off under reduced pressure to yield the titled compound (14 g) as an oily substance. This product was used for the next process without purification.