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p-Toluenesulfonic acid → 5-t-Butyl-2-(4-ethynylphenyl)-1,3-oxathiane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 4-Ethynylbenzaldehyde | HCID 2771645 | — |
| 反応物 | HCID 19990620 | HCID 19990620 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | 5-t-Butyl-2-(4-ethynylphenyl)-1,3-oxathiane | HCID 19990626 | — |
反応手順
A solution of 3,3-dimethyl-2-mercaptomethylbutan-1-ol (1.46 g), 4-ethynylbenzaldehyde (1.30 g) (W.B. Austin et al. J. Org. Chem., 1981, 46. 2280) and para-toluenesulphonic acid (10 mg) in benzene (50 ml) was heated to reflux overnight under Dean and Stark conditions. The resulting solution was evaporated under reduced pressure and the residue was purified on silica. Elution with 4:1 hexane: dichloromethane gave 5-t-butyl-2-(4-ethynylphenyl)-1,3-oxathiane as a mixture of isomers.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05061726 |
| 出典データセット | uspto-grants-1991_10 |
| ORD ID | ord-c9cf745b0adf40639ca7aee192e3a0dc |
| 出典メモ | uspto-grants-1991_10 |