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Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → 3-Biphenyl-4-yl-acrylic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester | HCID 17453 | — |
| 反応物 | (1,1'-Biphenyl)-4-carboxaldehyde | HCID 76689 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 3-Biphenyl-4-yl-acrylic acid methyl ester | HCID 69208604 | 98.4% |
反応手順
To a stirred solution of 4-biphenylcarboxaldehyde (7.289 g, 40 mmol) in MeCN (80 ml) under nitrogen at room temperature was added methyl(triphenylphosphoranylidene)acetate (16.049 g, 48 mmol). After 18 h the reaction mixture was concentrated and the residue purified by flash chromatography, eluting with 10% EtOAc/hexane. The appropriate fractions were collected, filtered, concentrated and dried to give 3-biphenyl-4-yl-acrylic acid methyl ester (9.384 g, 39.38 mmol, 98%) as a pale yellow solid, mp 144-147° C. 1H NMR (DMSO-d6) δ 3.75 (s, 3H), 6.70 (d, 1H), 7.35-7.53 (m, 3H), 7.65-7.78 (m, 5H), 7.82 (d, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07420083B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-140f6972872140b383ed35d93d174409 |
| 出典メモ | uspto-grants-2008_09 |