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Benzene → Ethyl 5,5-diphenylpenta-2,4-dienoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzene | HCID 241 | — |
| 反応物 | Benzoic Acid | HCID 243 | — |
| 反応物 | 3,3-Diphenylacrolein | HCID 71027 | — |
| 反応物 | (Carbethoxymethylene)triphenylphospholane | HCID 68574662 | — |
| 溶媒 | Hexane | HCID 8058 | — |
| 生成物 | Ethyl 5,5-diphenylpenta-2,4-dienoate | HCID 53936700 | 82.4% |
反応手順
β-Phenylcinnamaldehyde (3.36 g), (carbethoxymethylene)triphenylphospholane (5.68 g), and benzoic acid (0.2 g) were added to anhydrous benzene (80 mL), and the mixture was refluxed under stirring for 3.5 hours. Subsequently, the resultant mixture was cooled to room temperature and condensed under reduced pressure. n-Hexane was added to the residue, and the insoluble matter was collected through filtration and washed several times with n-hexane. The filtrate and the resulting wash liquid were combined and condensed under reduced pressure. The product was purified through silica gel column chromatography (silica gel 40 g, eluent; n-hexane:ethyl acetate=50:1), to thereby yield 3.70 g of the product of interest (yield 82.4%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06797711B2 |
| 出典データセット | uspto-grants-2004_09 |
| ORD ID | ord-5e062507c5c34e06be7b61cd6e4e2387 |
| 出典メモ | uspto-grants-2004_09 |