関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Methyl Acrylate | HCID 7294 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 4-Bromo-4'-hydroxybiphenyl | HCID 95093 | — |
| 触媒 | Tri-o-tolylphosphine | HCID 80271 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | Methyl (E)-3-(4'-hydroxy-[1,1'-biphenyl]-4-yl)acrylate | HCID 9943013 | 83.3% |
反応手順
A mixture of 2 g (8.03 mmol) of 4-(4-bromophenyl)phenol, 1.1 g (12.8 mmol) of methyl acrylate, 18 mg (0.08 mmol) of Palladium acetate, and 94 mg (0.31 mmol) of tri-(o-tolyl)phosphine in 3.7 ml of triethylamine was refluxed for 6 hours. A further 6 mg of Palladium acetate and 30 mg of tri-(o-tolyl)phosphine were added and heated for an hour, then a further 30 mg of Palladium acetate and 94 mg di tri-(o-toluyl)phosphine were added and heated for 3.5 hours. Then the reaction was acidified with 6M HCl, ethyl acetate was added, and stirred for a time to dissolve the precipitate, the phases were separated, the organic phase dried over Na2SO4 and the solvent evaporated. The crude product (934 mg) was purified by taking up in hexane/ethyl ether and filtered off to give 1.7 g of the title product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07449495B2 |
|---|
| 出典データセット | uspto-grants-2008_11 |
|---|
| ORD ID | ord-8bcff28ad0e14b338a260eb9926ea3ba |
|---|
| 出典メモ | uspto-grants-2008_11 |
|---|