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Potassium Carbonate → (R)-4-(2-t-Butoxycarbonylaminopropyl)phenoxyacetic acid, methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Methyl bromoacetate | HCID 60984 | — |
| 反応物 | (R)-2-(4-Hydroxyphenyl)-1-methylethylcarbamic acid, t-butyl ester | HCID 59909921 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | (R)-4-(2-t-Butoxycarbonylaminopropyl)phenoxyacetic acid, methyl ester | HCID 86752192 | — |
反応手順
Potassium carbonate (1.95 g, 14.2 mMol) was added to a solution of (R)-2-(4-hydroxyphenyl)-1-methylethylcarbamic acid, t-butyl ester (2.96 g, 11.8 mMol) in acetone (50 ml) at room temperature under argon. Methyl bromoacetate (1.81 g, 11.8 mMol) was added dropwise and the reaction mixture was heated at reflux for 3 hours. The solvent was removed under reduced pressure and the residue was taken into ethyl acetate and washed with water (2×30 ml). The organic extracts were dried with sodium sulfate and the solvent evaporated in vacuo. The crude product was purified by chromatography on Kieselgel 60 (eluting with 20% ethyl acetate in pentane) to give the title compound as an oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05726165 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-1f90df0f79374e948d81d55edfef11d9 |
| 出典メモ | uspto-grants-1998_03 |