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Hexane → 4,6-Dichloro-2-[2-(4-methoxy-phenyl)-propionylamino]-benzoic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hexane | HCID 8058 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | p-Methoxyphenylpropionic acid | HCID 257576 | — |
| 反応物 | Methyl 2-amino-4,6-dichlorobenzoate | HCID 12363232 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4,6-Dichloro-2-[2-(4-methoxy-phenyl)-propionylamino]-benzoic acid methyl ester | HCID 68818403 | 85% |
反応手順
The objective compound was prepared by the same procedure for the intermediate 1, using a 2-(4-methoxy-phenyl)-propionic acid (1.45 g, 8.0 mmol), SOCl2 (2.09 mL, 24.0 mmol), and 2-amino-4,6-dichloro-benzoic acid methyl ester (1.54 g, 7.0 mmol). After normal workup, the pure objective compound (2.27 g, 85%) was obtained as pale yellow syrup by a flash column chromatography (n-hexane:EtOAc=10:1): 1H NMR (200 MHz, CDCl3) δ 1.56 (d, J=7.0 Hz, 3H, CH3), 3.77 (s, 3H, CO2CH3), 3.81 (s, 3H, OCH3), 3.84-3.95 (m, 1H, CH), 6.83-6.97 (m, 2H, ArH), 7.12 (d, J=2.0 Hz, 1H, ArH), 7.21-7.27 (m, 2H, ArH), 8.41 (d, J=2.0 Hz, 1H, ArH), 8.98 (s, 1H, NH); HRMS(EI) calcd. for C18H17O4NCl2 m/e 381.0536 [M+], found 381.0539.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07592457B2 |
| 出典データセット | uspto-grants-2009_09 |
| ORD ID | ord-596fe8235a8a4b3bbad0c286b42e56c0 |
| 出典メモ | uspto-grants-2009_09 |