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Water → (RS)-2-(2-buten-1-yl)-6-methoxy-3,3-dimethyl-1-indanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 3-Buten-2-ol | HCID 11716 | — |
| 反応物 | 6-Methoxy-3,3-dimethyl-2,3-dihydro-1H-inden-1-one | HCID 16743267 | — |
| 溶媒 | 2,2-Dimethoxypropane | HCID 6495 | — |
| 生成物 | (RS)-2-(2-buten-1-yl)-6-methoxy-3,3-dimethyl-1-indanone | HCID 54078051 | 38% |
反応手順
A solution of 12.1 g of 6-methoxy-3.3-dimethyl-1-indanone, 11.1 ml of 3-buten-2-ol and 110 mg of p-toluenesulfonic acid in 110 ml of 2,2-dimethoxy-propane was boiled under reflux for 67 hours on a water separator filled with molecular sieve (0.4 nm, 2 mm pearl shaped). The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 4:1). In addition to 4.64 g of educt, there were obtained 5.86 g (38%) of (RS)-2-(2-buten-1-yl)-6-methoxy-3,3-dimethyl-1-indanone as a yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05646173 |
| 出典データセット | uspto-grants-1997_07 |
| ORD ID | ord-d91c2662313c4fd39d9017d7107a553b |
| 出典メモ | uspto-grants-1997_07 |