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p-Toluenesulfonic acid → 2-(4-Bromo-2-chlorophenoxy)methyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane
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-Bromo-2-chlorophenol | HCID 19859 | — |
| 反応物 | 2-Hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane | HCID 66701518 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 2-(4-Bromo-2-chlorophenoxy)methyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane | HCID 51030991 | 95% |
反応手順
2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane (compound 1, 50 gm, 0.18 mole) was dissolved in toluene (300 ml) at room temperature. To this 44 gms of 2-chloro-4-bromophenol in toluene (150 ml) was added at room temperature 28° C. in the presence of ParaToluenesulfonic Acid (PTSA, 3.5 gm). Reaction mixture was refluxed with stirring for 13 hrs. It was then cooled and filtered. The filtrate was given water wash to bring the pH to neutral. Toluene was removed under vacuum to obtain a thick brick red colored product 95% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08841296B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-0b06f1d871e44007ad9e616efa9e2839 |
| 出典メモ | uspto-grants-2014_09 |