関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Diethyl Oxalate | HCID 7268 | — |
| 反応物 | Ethyl 4-(2-bromo-5-methoxy phenyl)butyrate | HCID 15662398 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 2-Oxo-3-carboethoxy-5-(2-bromo-5-methoxyphenyl)pentanoic acid ethyl ester | HCID 15662399 | 89% |
反応手順
Potassium t-butoxide (26.94 g) was suspended in 130 ml of anhydrous ether and cooled to 0° C. A solution of 60.24 g ethyl -4-(2-bromo-5-methoxy phenyl)butyrate and 43.84 g diethyl oxalate in 60 ml ether was added dropwise over 20 min. After 2 h at 25° C., the reaction was poured into 400 ml H2O and the aqueous layer was separated, acidified to pH 1 and extracted with ether. The ether layer was dried (MgSO4) and the solvent was evaporated to yield 71.26 g of the desired product as a colorless oil (89%). NMR (CDCl3) δ 1.25 (t, 3H), 1.4 (t, 3H), 2.25 (m, 2H), 2.75 (m, 2H), 3.78 (s, 3H), 4.0-4.5 (m, 5H), 6.64 (dd, 1H), 6.79 (d, 1H), 7.40 (d, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05244888 |
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| 出典データセット | uspto-grants-1993_09 |
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| ORD ID | ord-623055db120040d483ebba9a6496e49a |
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| 出典メモ | uspto-grants-1993_09 |
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