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4-Toluenesulfonyl chloride → (2,2-Dimethyl-1,3-dioxan-5-yl)methyl 4-methylbenzenesulfonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | (2,2-Dimethyl-1,3-dioxan-5-yl)methanol | HCID 3584869 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (2,2-Dimethyl-1,3-dioxan-5-yl)methyl 4-methylbenzenesulfonate | HCID 14893699 | 97.3% |
反応手順
To a solution of 1.5 g (10.26 mmol) of (2,2-dimethyl-1,3-dioxan-5-yl)methanol and 1.71 mL of Et3N in 15 mL of DCM, cooled to 0° C., are added 2.15 g (11.3 mmol) of tosyl chloride. The medium is allowed to warm to room temperature, and stirring is continued for 1 hour. The medium is taken up in 100 mL of DCM, washed successively with 0.11N HCl (2×20 mL) and brine (20 mL), dried over Na2SO4, concentrated under reduced pressure and then purified by chromatography on a column of silica gel, eluting with a 99/1 DCM/MeOH mixture. 3 g of (2,2-dimethyl-1,3-dioxan-5-yl)methyl 4-methylbenzenesulfonate are obtained in the form of a colourless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08541455B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-071deeeea2fb4163a8d68979ab244abc |
| 出典メモ | uspto-grants-2013_09 |