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Potassium Iodide → 4-(3-tert-Butoxycarbonyl-propoxy)-3-methyl-benzoic Acid Methyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Iodide | HCID 4875 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | tert-Butyl 4-bromobutanoate | HCID 2757253 | — |
| 反応物 | Methyl 4-hydroxy-3-methylbenzoate | HCID 11240684 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | 4-(3-tert-Butoxycarbonyl-propoxy)-3-methyl-benzoic Acid Methyl Ester | HCID 57555422 | 76% |
反応手順
Potassium carbonate (580 mg, 4.20 mmol) and potassium iodide (72 mg, 0.43 mmol) were added to a solution of 4-hydroxy-3-methyl-benzoic acid methyl ester from Example E29 (293 mg, 1.76 mmol) and 4-bromo-butyric acid tert-butyl ester from Example E42.1 (397 mg, 1.78 mmol) in acetone (50 ml). The mixture was heated at reflux for 18 h then the solid was filtered off and the filtrate concentrated in vacuo. The residue was dissolved in EtOAc, washed with water then brine, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 20% EtOAc:80% pet. ether) to yield the title compound (414 mg, 76%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08202858B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-287836c0791d43c3aa7010c816677da8 |
| 出典メモ | uspto-grants-2012_06 |