|
|
| | 3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE Basic information |
| Product Name: | 3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE | | Synonyms: | 3-METHYL-3-OXETANEMETHANOL P-TOLUENESULFONATE;3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE;(3-methyl-3-oxetanyl)methyl 4-methylbenzenesulfonate;3-Methyl-3-(p-toluenesulfonyloxyMethyl)oxetane, 98%;(3-Methyloxetan-3-yl)Methyl 4-Methylbenzenesulfonate;(3-Methyloxetan-3-yl);(3-Methyloxetan-3-yl)Methyl p-tosylate;(3-methyloxetan-3-yl)methyl 4-methylbenzene-1-sulfonate | | CAS: | 99314-44-0 | | MF: | C12H16O4S | | MW: | 256.32 | | EINECS: | | | Product Categories: | | | Mol File: | 99314-44-0.mol |  |
| | 3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE Chemical Properties |
| Melting point | 50-51° | | Boiling point | 381.1±15.0 °C(Predicted) | | density | 1.218±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | form | Solid | | color | Off-white |
| HazardClass | IRRITANT | | HS Code | 2904100090 |
| | 3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE Usage And Synthesis |
| Definition | ChEBI: (3-Methyl-3-oxetanyl)methyl 4-methylbenzenesulfonate is a benzenesulfonate ester. | | Synthesis | 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). | | References | [1] Chemistry of Materials, 2016, vol. 28, # 18, p. 6628 - 6636
[2] Organic Syntheses, 2002, vol. 79, p. 216 - 216
[3] Patent: WO2018/75698, 2018, A1. Location in patent: Paragraph 00272
[4] Journal of Organic Chemistry, 1998, vol. 63, # 11, p. 3631 - 3646
[5] Tetrahedron, 2001, vol. 57, # 8, p. 1497 - 1507 |
| | 3-METHYL-3-(TOLUENESULFONYLOXYMETHYL)OXETANE Preparation Products And Raw materials |
|