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Hydrazine hydrate (1:1) → Methyl 2-[4-(aminomethyl)phenyl]benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrazine hydrate (1:1) | HCID 24654 | — |
| 反応物 | N-[4-(2-Carbomethoxyphenyl)benzyl]phthalimide | HCID 19794415 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Methyl 2-[4-(aminomethyl)phenyl]benzoate | HCID 1393434 | 66.3% |
反応手順
Compound (f) of Example 6 (3.85 g, 0.01 mole) is dissolved in 100 mL of absolute ethanol with warming. Hydrazine hydrate (7.5 mL) is added at once. The solution is heated to reflux for 10 minutes and the reaction mixture sets up. The mixture is cooled to room temperature and filtered. The precipitate is washed with excess hot ethanol. The ethanol fraction is rotovapped to a pale yellow oil. Chromatography on silica gel using methylene chloride/25% methanol as the mobile phase yields 1.6 g (66%) of a pale yellow oil. 1H NMR (CDCl3) 7.83 (1H, d, J=7 Hz); 7.6-7.2 (7H, m); 3.92 (2H, s); 3.66 (3H, s); 2.16 (2H, bs). Mass Spec. (DCl) m/z 242 (M+H). Analysis--calc'd for C15H15NO2.H2O: C, 71.97; H, 6.44; N, 5.60; found: C, 71.60; H, 6.27; N, 5.70.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05246940 |
| 出典データセット | uspto-grants-1993_09 |
| ORD ID | ord-baca5479f4474cdbbe8a3aa3b0b1e8f4 |
| 出典メモ | uspto-grants-1993_09 |