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Triethylamine → 2-(Tetrahydro-2H-pyran-4-yl)ethyl 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 | 2-(Oxan-4-yl)ethan-1-ol | HCID 17750944 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-(Tetrahydro-2H-pyran-4-yl)ethyl methanesulfonate | HCID 22273083 | 77.2% |
反応手順
To a stirring solution of 2-(4-oxanyl)ethanol (9.63 g, 74.0 mmol) in dry dichloromethane (350 mL) was added distilled triethylamine (20.62 mL, 96.2 mmol) at 0° C., followed by drop-wise addition of methanesulfonyl chloride (7.44 mL, 96.2 mmol) over 15 min. The reaction was stirred for 16 h under N2 and slowly allowed to come to ambient temperature. The reaction was washed with saturated NaHCO3 (100 mL) and the aqueous phase was extracted with dichloromethane (1×50 mL). The combined organic extracts were dried (K2CO3), filtered and concentrated by rotary evaporation to yield 11.9 g of a colorless oil (77.0% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07214686B2 |
| 出典データセット | uspto-grants-2007_05 |
| ORD ID | ord-b2772805d058453d89e0f64d57eedb50 |
| 出典メモ | uspto-grants-2007_05 |