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Cyclopropanecarboxylic acid, 2-(3-methoxyphenyl)-, ethyl ester → 2-(3-Methoxyphenyl)cyclopropane-1-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cyclopropanecarboxylic acid, 2-(3-methoxyphenyl)-, ethyl ester | HCID 19358490 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Sodium Hydroxide | HCID 14798 | — |
| 生成物 | 2-(3-Methoxyphenyl)cyclopropane-1-carboxylic acid | HCID 13972233 | 87% |
反応手順
A solution of ethyl 2-(3-methoxyphenyl)cyclopropanecarboxylate (1.63 g, 7.4 mmol) in 3N NaOH (35 mL) and MeOH (35 mL) was heated at 60° C. for 1 h. After cooling to rt, the reaction mixture was concentrated. The residue was dissolved in 1N HCl and extracted with DCM. The organic solutions were dried over Na2SO4, filtered, and concentrated to give the desired product (1.23 g, 87%) which was used without further fication. The cis and trans isomers were separated at a later stage of analog synthesis. LCMS: (FA) ES− 191.3 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07652041B2 |
| 出典データセット | uspto-grants-2010_01 |
| ORD ID | ord-41cfcb53f06548289bd2b47e243398fd |
| 出典メモ | uspto-grants-2010_01 |