関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 2-Cyclopenten-1-one, 4-hydroxy-3-methyl-2-(2-propen-1-yl)- | HCID 11083 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | p-Toluenesulfonic acid | HCID 6101 | 38% |
反応手順
First, 8.6 g of (R) allethrolone and then 16 ml of triethylamine were added at -40° C to 50 ml of methylene chloride and a solution of 21.4 g of p-toluene sulfonyl chloride in 150 ml of methylene chloride was added thereto over 15 minutes at -40° C. The mixture was stirred for 48 hours at -17° C and was then poured into an aqueous iced 0.1N hydrochloric acid solution. The mixture was stirred and the aqueous phase was extracted with ether. The ether extracts were washed with water and dried over magnesium sulfate to obtain 18.5 g of raw product. The latter was chromatographed over silica gel and was eluted with a 9-1 benzene-ethyl acetate mixture to obtain 3.7 g of p-toluene sulfonate of (R) allethrolone.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04128584 |
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| 出典データセット | uspto-grants-1978_12 |
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| ORD ID | ord-d5a002715b6548129ef32263689f690e |
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| 出典メモ | uspto-grants-1978_12 |
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