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Benzophenone → [5-(Benzhydrylidene-amino)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzophenone | HCID 3102 | — |
| 反応物 | Dabco | HCID 9237 | — |
| 反応物 | (5-Amino-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester | HCID 13848438 | — |
| 触媒 | Titanium Tetrachloride | HCID 24193 | — |
| 溶媒 | Chlorobenzene | HCID 7964 | — |
| 生成物 | [5-(Benzhydrylidene-amino)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid ethyl ester | HCID 86595479 | 52.4% |
反応手順
Titanium tetrachloride (1.99 g) was slowly added to a mixture of (5-amino-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid ethyl ester (3.48 g), benzophenone (2.81 g) and DABCO (4.72 g) in chlorobenzene (112 ml). Resulting mixture was heated to reflux for 2.5 h. After cooling, reaction mixture was filtered through a pad of celite and rinsed with ethyl acetate. Filtrate was concentrated and the residue was purified by silica gel chromatography (25%-40% ethyl acetate in hexanes) to give the title compound (3.03 g). MS-(+)-ion: M+1=413.3.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09339527B2 |
| 出典データセット | uspto-grants-2016_05 |
| ORD ID | ord-d527b17d46c342eb96a5573d931b557b |
| 出典メモ | uspto-grants-2016_05 |