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Ethyl chloroformate → (6-Methyl-pyridin-2-yl)-propynoic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl chloroformate | HCID 10928 | — |
| 反応物 | n-Butyl lithium | HCID 61028 | — |
| 反応物 | 2-Ethynyl-6-methylpyridine | HCID 13400635 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (6-Methyl-pyridin-2-yl)-propynoic acid ethyl ester | HCID 59700610 | 83% |
反応手順
A solution of 2-ethynyl-6-methyl-pyridine (0.5 g, 4.3 mmol) in tetrahydrofuran (20 mL) is cooled to −78° C. and treated with 1.6 M N-butyllithium in hexanes (2.9 mL, 4.7 mmol) and stirred for 0.5 h. This solution is then treated with ethyl chloroformate (2.85 mL, 30 mmol) and stirred for 3 h while the solution warms to room temperature. The reaction is quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The solvent is removed to yield 0.67 g (83%) of desired product as a light yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07087626B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-387ee0643a204a82b0a724a86cb806fb |
| 出典メモ | uspto-grants-2006_08 |