関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Lithium diisopropylamide | HCID 2724682 | — |
| 反応物 | 6'-Bromospiro[cyclohexane-1,2'-indene]-1',4(3'H)-dione | HCID 58197205 | — |
| 反応物 | N-methoxy-N-methylpyridazine-3-carboxamide | HCID 58197546 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(Pyridazin-3-yl)ethan-1-ol | HCID 15197511 | 106.6% |
反応手順
To a solution of LDA (23.4 mL, 42.1 mmol, 1.8 M in THF) in THF (150 mL) was added slowly a solution of compound 1 (3.6 g, 21.05 mmol) in THF (77 mL) at −60° C. under a N2 atmosphere. After being stirred at −60° C. for 1 h, a solution of compound 2 (7.05 g, 18.9 mmol)) in THF (23 mL) was added slowly to the above solution. The resulting mixture was stirred at −60° C. for 2 h. The reaction mixture was quenched with water (15 mL). The aqueous layer was extracted with EtOAc (3×40 mL). The combined organic layers were washed with brine (20 mL), dried over Na2SO4 and concentrated under reduced pressure to dryness. The residue was purified by column chromatography on silica gel (petroleum: ethyl acetate, 10:1) to give compound 3 (2.5 g, yield 26%) as a yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08633212B2 |
|---|
| 出典データセット | uspto-grants-2014_01 |
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| ORD ID | ord-96c188ef74f441d98b00b71844dc2ec1 |
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| 出典メモ | uspto-grants-2014_01 |
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