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2-Chloroethylbenzoate → Methyl phenylcarbonyloxyethyl(2E)but-2-ene-1,4-dioate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Chloroethylbenzoate | HCID 95952 | — |
| 反応物 | Cesium bicarbonate | HCID 2734983 | — |
| 反応物 | Monomethyl Fumarate | HCID 5369209 | — |
| 溶媒 | N-methyl-2-pyrrolidone | HCID 13387 | — |
| 生成物 | Methyl phenylcarbonyloxyethyl(2E)but-2-ene-1,4-dioate | HCID 46179454 | 24% |
反応手順
Following general procedure A, methyl hydrogen fumarate (0.42 g, 3.3 mmol) in NMP (6 mL) was reacted with CsHCO3 (0.69 g, 3.6 mmol) and chloroethyl benzoate (0.55 g, 3.0 mmol) to afford 0.2 g (24% yield) of the title compound (43) after purification by silica gel flash column chromatography (Biotage) using a mixture of ethyl acetate (EtOAc) and hexanes (1:8) as eluent. 1H NMR (CDCl3, 400 MHz): δ 8.08-8.02 (m, 2H), 7.63-7.56 (m, 1H), 7.49-7.42 (m, 2H), 7.21 (q, J=5.2 Hz, 1H), 6.92 (d, J=16.0 Hz, 1H), 6.85 (d, J=16.0 Hz, 1H), 3.81 (s, 3H), 1.69 (d, J=5.2 Hz, 3H). MS (ESI): m/z 278.99 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08778991B2 |
| 出典データセット | uspto-grants-2014_07 |
| ORD ID | ord-708ee49b318d4d3eae5e8997ca6ab977 |
| 出典メモ | uspto-grants-2014_07 |