Cyclobutylmethyl 4-methylbenzenesulfonate synthesis

5synthesis methods

Product Name:Cyclobutylmethyl 4-methylbenzenesulfonate
CAS Number:13295-53-9
Molecular formula:C12H16O3S
Molecular Weight:240.32

4415-82-1 Synthesis

4415-82-1
297 suppliers
$6.00/1g

98-59-9 Synthesis

98-59-9
583 suppliers
$9.00/5g

Cyclobutylmethyl 4-methylbenzenesulfonate

13295-53-9
17 suppliers
$45.00/10mg

Yield:13295-53-9 97%

Reaction Conditions:

with 4-dimethylaminopyridine in dichloromethane at 0 - 25;

Steps:

I.1

A solution of cyclobutanemethanol (4.0 g, 46.4 mmol) in dichloromethane (28 mL) at 25° C. was treated with 4-dimethylaminopyridine (6.23 g, 50.9 mmol). The reaction was then cooled to 0° C. and was treated with para-toluenesulfonylchloride (8.95 g, 46.94 mmol). The reaction was allowed to slowly warm to 25° C. and was allowed to stir overnight. After this time, the reaction was partitioned between water (200 mL) and methylene chloride (2×200 mL). The combined organics were washed with a 1N aqueous hydrochloric acid solution and a saturated aqueous sodium chloride solution (1×200 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to afford toluene-4-sulfonic acid cyclobutylmethyl ester (10.87 g, 97%) as colorless oil which was used without further purification.

References:

US2009/264434,2009,A1 Location in patent:Page/Page column 45-46

3721-95-7 Synthesis