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Ethyl Acetate → 3-[(6-Amino-2-fluoro-3-methylphenyl)oxy]-5-chlorobenzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Sodium Dithionite | HCID 24489 | — |
| 反応物 | 3-Chloro-5-[(2-fluoro-3-methyl-6-nitrophenyl)oxy]benzonitrile | HCID 59451548 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-[(6-Amino-2-fluoro-3-methylphenyl)oxy]-5-chlorobenzonitrile | HCID 59451628 | 92.4% |
反応手順
Sodium hydrosulfite (10.2 g, 58.7 mmol) dissolved in water (66 ml) was added dropwise to a vigorously stirred solution of 3-chloro-5-[(2-fluoro-3-methyl-6-nitrophenyl)oxy]benzonitrile (3.0 g, 9.78 mmol) dissolved in THF (33 mL). The reaction was stirred for 1 h then EtOAc (100 mL) was added and the layers were separated. The aqueous layer was extracted with EtOAc (2×50 mL). The organic extracts were combined, dried over Na2SO4, filtered and evaporated to afford the title compound (2.5 g, 92%) as a solid. 1H NMR (400 MHz, DMSO-d6): δ ppm 7.68 (d, 1H), 7.26 (dd, 1H), 7.16 (t, 1H), 6.85 (t, 1H), 6.51 (dd, 1H), 5.17 (d, 2H), 2.06 (d, 3H) MS: m/z 277.2 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08304419B2 |
| 出典データセット | uspto-grants-2012_11 |
| ORD ID | ord-f5a6a4869b90492a9c3e76cc19a60073 |
| 出典メモ | uspto-grants-2012_11 |