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Methyl Acrylate → 3-[3-(5-Phenyl-benzoxazol-2-yl)-phenyl]-acrylic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl Acrylate | HCID 7294 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Tri-o-tolylphosphine | HCID 80271 | — |
| 反応物 | 2-(3-Bromo-phenyl)-5-phenyl-benzoxazole | HCID 59334844 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 3-[3-(5-Phenyl-benzoxazol-2-yl)-phenyl]-acrylic acid methyl ester | HCID 68416975 | — |
反応手順
Tri(o-toly)phosphine (9 mg, 0.030 mmol), palladium(II) acetate (6 mg, 0.027 mmol), methyl acrylate (31 mg, 0.34 mmol), triethylamine (116 mg, 1.14 mmol) and aryl bromide (32) (100 mg, 0.29 mmol) in acetonitrile (3 mL) were heated in a CEM Discover microwave for 90 minutes at 90° C. The solvent was removed under a stream of nitrogen gas, water was added and the organics extracted with EtOAc. The organic layer was dried (Na2SO4) and the solvent concentrated in vacuo. The crude product was purified by column chromatography eluting with 20% EtOAc in heptane. Yield: 41 mg, 40%; LC-MS tr 1.86 min; HPLC Purity: 67%; MS (ES+) m/z 356 (M+H)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08080567B2 |
| 出典データセット | uspto-grants-2011_12 |
| ORD ID | ord-21798cf6470c46bf8402031b875a3969 |
| 出典メモ | uspto-grants-2011_12 |