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Triethylamine → 4-Ethynylbenzyl methanesulfonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Methanesulfonyl chloride | HCID 31297 | — |
| 反応物 | (4-Ethynylphenyl)methanol | HCID 11170993 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-Ethynylbenzyl methanesulfonate | HCID 59435773 | 88.1% |
反応手順
To a solution of 4-ethynylbenzyl alcohol (5.0 g, 37.8 mmol) in CH2Cl2 (50 mL) and triethylamine (Et3N) (14.4 mL, 104.0 mmol) was added mesyl chloride (8.04 mL, 104.0 mmol) at 0° C. and the reaction was allowed to warm to room temperature. Stirring continued for 2 h under argon during which TLC revealed a quantitative conversion into a higher Rf product. Ice cold water was added into the reaction mixture and extracted with Et2O (200 ml). The organic layer was washed with 1N HCL (70 ml), H2O (100 ml), aqueous NaHCO3 (70 ml), and finally H2O (100 ml); and then dried over Na2SO4. Solvent was evaporated off and dried in vacuo to give 7.0 g of compound 3 as brownish oil which was used without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08188054B2 |
| 出典データセット | uspto-grants-2012_05 |
| ORD ID | ord-9b05b4722aaf48edbf4f4439c833e9fa |
| 出典メモ | uspto-grants-2012_05 |