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4-(2-Acetyl-3-oxo-1-butenyl)benzonitrile → Benzyl 4-acetyl-3-(4-cyanophenyl)-5-oxo-2-({[3-(trifluoromethyl)phenyl]amino}carbonyl)hexanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-(2-Acetyl-3-oxo-1-butenyl)benzonitrile | HCID 367453 | — |
| 反応物 | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| 反応物 | Benzyl 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate | HCID 59666221 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Benzyl 4-acetyl-3-(4-cyanophenyl)-5-oxo-2-({[3-(trifluoromethyl)phenyl]amino}carbonyl)hexanoate | HCID 59666215 | — |
反応手順
To a stirred solution of benzyl 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate (6.7 g, 19.2 mmol) (Example 3A) and 4-(2-acetyl-3-oxobut-1-en-1-yl)benzonitrile (4.2 g, 19.2 mmol) (Example 4A) in tetrahydrofuran (140 ml) is added tetrabutylammonium fluoride (9.9 ml of a 1 M solution in tetrahydrofuran). The reaction is stirred for 2 hours at room temperature, then concentrated in vacuo and chromatographed over silica gel 60 with cyclohexane/ethyl acetate mixtures as eluent. The product is isolated as a mixture of diastereomers.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08097629B2 |
| 出典データセット | uspto-grants-2012_01 |
| ORD ID | ord-5361c0ddf64744d9ba68cc905401cfc4 |
| 出典メモ | uspto-grants-2012_01 |