化工社化工社 化学情報印刷レポート · 研究参考用
Acetic Acid → Ethyl (+/-)-2,3,4,5-tetrahydro-3a,9b-butano-1H-benz[g]indole-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | Ethyl (+/-)-[2-(3',4'-dihydro-2'-hydroxyspiro-[cyclopentane-1,1'(2'H)-napthalen]-2'-yl)ethyl]-carbamate | HCID 86745264 | — |
| 生成物 | Ethyl (+/-)-2,3,4,5-tetrahydro-3a,9b-butano-1H-benz[g]indole-1-carboxylate | HCID 86745265 | 59% |
反応手順
A solution of the product from Example 13 (1.68 g, 5.29 mmol) in 15 mL of 3:1 acetic acid/concentrated sulfuric acid (v/v) was stirred at room temperature for 18 hours. The reaction mixture was poured into water (50 mL) and the resulting mixture was extracted with CH2Cl2 (4×30 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated. The residue was dissolved in CH2Cl2 (100 mL and washed with saturated aq. bicarbonate solution (30 mL). The organic phase was dried (MgSO4), filtered and concentrated. The residue was purified by chromatography (silica gel, 9:1 heptane/ethyl acetate) to give the title compound (0.94 g, 59%) as a white solid mp 67°-69° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05070093 |
| 出典データセット | uspto-grants-1991_12 |
| ORD ID | ord-cd260806412b4d5ebad6b73b7513bf0c |
| 出典メモ | uspto-grants-1991_12 |