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Potassium Hydroxide → 3-(SR)-(4-phenyl piperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Hydroxide | HCID 14797 | — |
| 反応物 | Hydrazine hydrate (1:1) | HCID 24654 | — |
| 反応物 | 1-allyloxycarbamoyl-3-(SR)-(4-phenylpiperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine | HCID 18364907 | — |
| 溶媒 | Ethylene Glycol | HCID 174 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 3-(SR)-(4-phenyl piperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine | HCID 20694483 | 84.7% |
反応手順
A solution of 0.19 g (0.47 mmol) of 1-allyloxycarbamoyl-3-(SR)-(4-phenylpiperidinylmethyl)-4-(RS)-(3-thienyl)pyrrolidine, 0.52 g (9.4 mmol) KOH and 0.23 mL (4.7 mmol) of hydrazine hydrate in 5 mL of ethylene glycol was heated at 140° C. for 12 h. The reaction mixture was cooled to rt and diluted with ether. The reaction mixture was washed 3 times with H2O, dried over Na2SO4, filtered and the filtrate was concentrated to give 0.13 g of the title compound. 1H NMR (CDCl3) δ7.22-7.37 (m, 7H), 7.04 (d, 1H, J=4.3 Hz), 3.32-3.39 (m, 2H), Mass Spectrum (CI) m/e=327 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06303593B1 |
| 出典データセット | uspto-grants-2001_10 |
| ORD ID | ord-4160352e82074c429c6d48e838a20921 |
| 出典メモ | uspto-grants-2001_10 |