Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List 3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE
99314-44-0

3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE synthesis

2synthesis methods
3-Methyl-3-oxetanemethanol

3143-02-0

Tosyl chloride

98-59-9

3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE

99314-44-0

General procedure for the synthesis of (3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate from 3-methyl-3-hydroxymethoxetane and p-toluenesulfonyl chloride: Step 1: To a solution of (3-methyloxetan-3-yl)methanol (1 g, 9.79 mmol) in dichloromethane (15 ml) was added triethylamine (2.71 ml, 19.58 mmol) followed by p-toluenesulphonyl chloride (1.867 g, 9.79 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 3 to 5 hours. Upon completion of the reaction, the reaction mixture was quenched with water, the organic layer was extracted with ethyl acetate and purified by column chromatography to afford the title compound (3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate (1.875 g) as a white solid in 74.7% yield. Product characterization data: 1H NMR (DMSO-d6, 300 MHz): δ 7.82 (d, J = 8.1 Hz, 2H), 7.51 (d, J = 8.1 Hz, 2H), 4.25 (d, J = 5.7 Hz, 2H), 4.19 (d, J = 6.0 Hz, 2H), 4.11 (s, 2H), 2.43 (s, 3H), 1.18 (s, 3H); MS (ESI): m/z 279.0 (M + Na).

-

Yield: 100%

Reaction Conditions:

with pyridine in dichloromethane at 0 - 20; for 12 h;Inert atmosphere;

References:

Fang, Xiaofeng;Zhang, Yu-Mo;Chang, Kaiwen;Liu, Zhihe;Su, Xing;Chen, Haobin;Zhang, Sean Xiao-An;Liu, Yifei;Wu, Changfeng [Chemistry of Materials,2016,vol. 28,# 18,p. 6628 - 6636]

3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE Related Search: