関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | P-Xylene | HCID 7809 | — |
| 反応物 | 4-Methylmorpholine | HCID 7972 | — |
| 反応物 | 4-Ethenylphenyl acetate | HCID 75821 | — |
| 反応物 | 3,5-Difluorobenzoyl chloride | HCID 145600 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 触媒 | 1,3-BIS(2,6-DIISOPROPYLPHENYL)imidazoLIDINIUM-CHLORIDE | HCID 18454782 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 3,5-Difluoro-4'-acetoxystilbene | HCID 68742160 | 74.4% |
反応手順
A 25 mL round bottom flask was charged with p-xylene (10 mL), Pd(OAc)2 (11.3 mg, 0.05 mmol), 1,3-bis-(2,6-diisopropylphenyl)imidazolinium chloride (21.4 mg, 0.05 mmol), 3,5-difluorobenzoyl chloride (0.89 g, 5 mmol), 4-acetoxystyrene (0.97 g, 6 mmol), and N-methyl morpholine (0.69 g, 6 mmol). The mixture was stirred at 120° C. for 3.5 h under nitrogen atmosphere. Then it was cooled to room temperature and EtOAc was added and filtered. The filtrate was washed with brine and dried over Na2SO4. Then it was filtered and purified via flash chromatography and gave the product (1.02 g, 74%) as white solid. Data are: 1H NMR (CDCl3, 300 MHz) δ 7.51 (d, J=8.4 Hz, 2H), 7.12-6.97 (m, 6H), 6.70 (t, 1H), 2.31 (s, 3H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08841477B2 |
|---|
| 出典データセット | uspto-grants-2014_09 |
|---|
| ORD ID | ord-999fdb07a7264857b0b22f06af7d7172 |
|---|
| 出典メモ | uspto-grants-2014_09 |
|---|
