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Dichloromethane → Ammonia dichloromethane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 4-(4-Chlorophenyl)-4-hydroxypiperidine | HCID 38282 | — |
| 反応物 | 4-(3-Piperidin-1-ylpropoxy)benzaldehyde | HCID 2766324 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 4-(4-Chloro-phenyl)-1-[4-(3-piperidin-1-yl-propoxy)-benzyl]-piperidin-4-ol | HCID 10275197 | — |
| 生成物 | Ammonia dichloromethane | HCID 22731429 | 1% |
反応手順
A solution of the product of Example 9 (200 mg), 4-(4-chloro-phenyl)-piperidin-4-ol (170 mg), and acetic acid (0.05 mL) in DCM (3 mL) was treated with sodium triacetoxyborohydride (300 mg). After 16 h, the resulting mixture was treated with 10% sodium hydroxide (5 mL) and extracted with DCM (3×10 mL). The combined organic phases were dried (sodium sulfate) and evaporated. Chromatography of the residue (1-5% 2 M methanolic ammonia/DCM) gave the title compound as a colorless oil (203 mg). 1H NMR (400 MHz, CDCl3): 7.46-7.42 (m, 2H), 7.32-7.28 (m, 2H), 7.25-7.22 (m, 2H), 6.87-6.84 (m, 2H), 3.99 (t, J=6.3 Hz, 2H), 3.51 (s, 2H), 2.78 (m, 2H), 2.51-2.36 (m, 8H), 2.11 (m, 2H), 1.98 (m, 2H), 1.69 (m, 2H), 1.63-1.56 (m, 4H), 1.48-1.40 (m, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07429586B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-e7a26bc770294d2fa0b9d2f95f59c354 |
| 出典メモ | uspto-grants-2008_09 |