関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 2-Aminocyclohexanol | HCID 23286 | — |
| 反応物 | 4-(2-Chloroethyl)phenyl methyl ether | HCID 87513 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-(4-Methoxyphenethylamino)cyclohexanol | HCID 60714650 | — |
反応手順
Mix (±)-2-aminocyclohexanol (1.5227 g, 13.2 mmol), K2CO3 (4.56 g, 33.0 mmol), and 1-(2-chloroethyl)-4-methoxybenzene (2.0 mL, 13.2 mmol) in DMF (30 mL). Heat at 100° C. for 24 hours. Cool down to room temperature and filtrate with MeOH wash. Concentrate and remove DMF azeotropically with xylenes. Take up the residue in CH2C2 and H2O (100 mL each). Separate the layers and extract the aqueous layer with CH2Cl2 (2× 100 mL). Wash the organic layers with H2O and brine (100 mL each). Dry the combined organic layers over MgSO4, concentrate and purify by flash chromatography, eluting with 50:45:5 EtOAc/CH2Cl/2.0 M NH3 in MeOH to afford 2-(4-methoxyphenethylamino)cyclohexanol. (1.38 g, 42%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07531557B2 |
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| 出典データセット | uspto-grants-2009_05 |
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| ORD ID | ord-63b49da52a8b4f2080bd00420e7863fc |
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| 出典メモ | uspto-grants-2009_05 |
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