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(1,1'-Biphenyl)-4-carboxaldehyde → 2-[1-biphenyl-4-yl-meth-(Z)-ylidene]-succinic acid 4-tert-butyl ester 1-methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (1,1'-Biphenyl)-4-carboxaldehyde | HCID 76689 | — |
| 反応物 | 4-Tert-butyl 1-methyl 2-(triphenylphosphoranylidene)succinate | HCID 11015788 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 2-[1-biphenyl-4-yl-meth-(Z)-ylidene]-succinic acid 4-tert-butyl ester 1-methyl ester | HCID 68424531 | — |
反応手順
Next, a mixture of 2-(triphenylphosphanylidene)-succinic acid 4-tert-butyl ester 1-methyl ester (700 mg, 1.561 mmol) and biphenyl-4-carboxaldehyde (278 mg, 1.419 mmol) in toluene (20 mL) is refluxed for 4 days. The solvent is removed under reduced pressure and the residue is purified by column chromatography using a gradient of 0-30% heptane/EtOAc to give 2-[1-biphenyl-4-yl-meth-(Z)-ylidene]-succinic acid 4-tert-butyl ester 1-methyl ester as an oil, 1H-NMR (400 MHz, CDCl3); δ ppm 1.47 (s, 9H), 3.52 (s, 2H), 3.84 (s, 3H), 7.37 (t, 1H), 7.46 (t, 4H), 7.62 (t, 4H), 7.89 (s, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08822534B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-2d1c0ced42c54a25bc3b1cf352e8384e |
| 出典メモ | uspto-grants-2014_09 |