関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Isatin | HCID 7054 | — |
| 反応物 | Methyl 3-phenylpropionate | HCID 7643 | — |
| 反応物 | Lithium diisopropylamide | HCID 2724682 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl 2,3-Dihydro-3-hydroxy-alpha-(phenylmethyl)-2-oxo-1H-indole-3-acetate | HCID 14064716 | — |
反応手順
To a cooled (-5° C.) suspension of isatin (8.85 g, 0.0602 mol), and methyl 3-phenylpropionate (9.88 g, 0.0602 mol) in 220 mL of dry tetrahydrofuran under a nitrogen atmosphere was added lithium diisopropylamide (LDA) (75 mL, 0.1275 mol of a 1.72M solution) over a 11/2 hour period. The reaction mixture was stirred at -5° C. for one hour and then poured into a cooled (0° to 5° C.) solution of toluene (140 mL), and acetic acid (30.6 g, 0.51 mol, 300% excess) over a 1/2 hour period under a nitrogen atmosphere. The transfer was completed with a 200 mL water wash.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US04897493 |
|---|
| 出典データセット | uspto-grants-1990_01 |
|---|
| ORD ID | ord-d78311325a644dd3898acce07fcc787e |
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| 出典メモ | uspto-grants-1990_01 |
|---|
