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| | TOLUENE-4-SULFONIC ACID OXETAN-3-YL ESTER Basic information |
| Product Name: | TOLUENE-4-SULFONIC ACID OXETAN-3-YL ESTER | | Synonyms: | TOLUENE-4-SULFONIC ACID OXETAN-3-YL ESTER;3-Oxetanyl tosylate;3-(tosyloxy)oxetane;3-Oxetanyl p-toluenesulfonate, 96%;3-Ts-oxetan;oxetan-3-yl 4-Methylbenzene-1-sulfonate;3-Oxetanyl p-Toluenesulfonate;4-methylbenzenesulfonic acid 3-oxetanyl ester | | CAS: | 26272-83-3 | | MF: | C10H12O4S | | MW: | 228.26 | | EINECS: | | | Product Categories: | Heterocycles | | Mol File: | 26272-83-3.mol |  |
| | TOLUENE-4-SULFONIC ACID OXETAN-3-YL ESTER Chemical Properties |
| Melting point | 81.0 to 86.0 °C | | Boiling point | 372℃ | | density | 1.34 | | Fp | 179°(354°F) | | storage temp. | Sealed in dry,Room Temperature | | form | powder to crystal | | color | White to Orange to Green |
| | TOLUENE-4-SULFONIC ACID OXETAN-3-YL ESTER Usage And Synthesis |
| Synthesis | General procedure for the synthesis of toluene-4-sulfonic acid oxetan-3-yl ester (14) from oxetan-3-ol (13) and p-toluenesulfonyl chloride:
Step 1: To a 27 mL solution of dichloromethane containing 1.00 g (13.5 mmol) of oxetan-3-ol (13) and 7.6 mL (54.0 mmol) of triethylamine, 5.15 g (27.0 mmol) of p-toluenesulfonyl chloride was added. The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the reaction was quenched with 150 mL of saturated aqueous sodium bicarbonate and extracted with three 50 mL portions of dichloromethane. The organic phases were combined, concentrated and purified by column chromatography (silica, 0-25% ethyl acetate/hexane) to afford 1.22 g (94% yield) of toluene-4-sulfonic acid oxetan-3-yl ester (14) as a white solid. Its NMR hydrogen spectrum (CDCl3, 500 MHz) data were as follows: δ 7.78 (d, J=8.5 Hz, 2H), 7.36 (d, J=9.0 Hz, 2H), 5.29 (m, 1H), 4.69 (m, 4H), 2.46 (s, 3H). | | References | [1] Patent: WO2012/138678, 2012, A1. Location in patent: Page/Page column 33
[2] Journal of Organic Chemistry, 1983, vol. 48, # 18, p. 2953 - 2956
[3] Patent: US2015/336982, 2015, A1. Location in patent: Paragraph 0290; 0291
[4] Patent: EP3342765, 2018, A1. Location in patent: Paragraph 0293
[5] Patent: US2008/9465, 2008, A1. Location in patent: Page/Page column 82 |
| | TOLUENE-4-SULFONIC ACID OXETAN-3-YL ESTER Preparation Products And Raw materials |
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