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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 | N-Methylbenzeneethanamine | HCID 11503 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 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 | Methyl-phenethyl-[4-(3-piperidin-1-yl-propoxy)-benzyl]-amine | HCID 10133527 | — |
| 生成物 | Ammonia dichloromethane | HCID 22731429 | 1% |
反応手順
A solution of the product of Example 9 (208 mg), methyl-phenethyl-amine (113 mg), and acetic acid (0.05 mL) in DCM (3 mL) was treated with sodium triacetoxyborohydride (290 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 (300 mg). 1H NMR (400 MHz, CDCl3): 7.30-7.25 (m, 2H), 7.21-7.16 (m, 5H), 6.83 (d, J=8.6 Hz, 2H), 3.99 (t, J=6.3 Hz, 2H), 3.49 (s, 2H), 2.84-2.79 (m, 2H), 2.65-2.62 (m, 2H), 2.51-2.37 (m, 6H), 2.26 (s, 3H), 1.98 (m, 2H), 1.63-1.56 (m, 4H), 1.47-1.40 (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-4b54ea5fb64f4c08af727180f78627ba |
| 出典メモ | uspto-grants-2008_09 |