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Potassium Carbonate → 6-[4-Acetyl-3-[2-[2-[(methylsulfonyl)oxy]ethoxy]ethoxy]-2-propylphenoxy]hexanoic 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 | Diethylene Glycol Dimethanesulfonate | HCID 147571 | — |
| 反応物 | Methyl 6-(4-acetyl-3-hydroxy-2-propylphenoxy)hexanoate | HCID 14330007 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 6-[4-Acetyl-3-[2-[2-[(methylsulfonyl)oxy]ethoxy]ethoxy]-2-propylphenoxy]hexanoic acid methyl ester | HCID 14330011 | 81.9% |
反応手順
A mixture of 4.0 g (0.012 mole) of 6-(4-acetyl-3-hydroxy-2-propylphenoxy)hexanoic acid methyl ester, 16.3 g (0.062 mole) of diethyleneglycol dimesylate and 3.4 g (0.024 mole) of anhydrous potassium carbonate in 90 ml of anhydrous acetone and 4 ml of anhydrous dimethylformamide was stirred at reflux for 22 hours. The solvents were removed in vacuo and the residue was treated with 100 ml of 50% ethyl acetate-hexane. Some of the residual starting dimesylate was insoluble and was removed by filtration. The filtrate was concentrated in vacuo and the residual oil was purified by HPLC to give 4.8 g (80% yield) of 6-[4-acetyl-3-[2-[2-[(methylsulfonyl)oxy]ethoxy]ethoxy]-2-propylphenoxy]hexanoic acid methyl ester as an oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04507498 |
| 出典データセット | uspto-grants-1985_03 |
| ORD ID | ord-d5ae3efa277b499f9d06dc135a3872c3 |
| 出典メモ | uspto-grants-1985_03 |