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Water → 2-[2-(2-Methyl-1-oxopropyl)-1H-pyrrol-1-yl]-1H-isoindole-1,3(2H)dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Tin tetrachloride | HCID 24287 | — |
| 反応物 | Isobutyryl chloride | HCID 62325 | — |
| 反応物 | 2-(1H-Pyrrol-1-yl)isoindoline-1,3-dione | HCID 853719 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-[2-(2-Methyl-1-oxopropyl)-1H-pyrrol-1-yl]-1H-isoindole-1,3(2H)dione | HCID 19973200 | — |
反応手順
To a stirred solution of isobutyryl chloride (5.4 ml) in DCM (250 ml) was added tin (IV) chloride (5.8 ml) at -10° C. under nitrogen. After stirring for 15 minutes in the cooling bath, 2-(1H-pyrrol-1-yl)-1H-isoindole-1,3(2H)dione (10.0 g) was added portion-wise. The reaction mixture was allowed to warm to room temperature, and stir for three days, at which time it was poured into cold water. The layers were separated and the organic phase was washed twice with water, once with 5% HCl (aq.), and subsequently dried (MgSO4). Filtration and concentration gave the crude product. Purification via preparative HPLC (silica gel, DCM) afforded 2.5 g of the product as a solid, m.p. 147°-149° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05428053 |
| 出典データセット | uspto-grants-1995_06 |
| ORD ID | ord-5987b4d7eebb4530ac65a20a2fd1f5bc |
| 出典メモ | uspto-grants-1995_06 |