Acetyl chloride → 1-(6-Nitroindolin-1-yl)ethanone

HRID 506077

反応式

HRID 506077 の反応式
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][CH2:9][NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].CCN(CC)CC.[C:20](Cl)(=[O:22])[CH3:21]>C1COCC1>[C:20]([N:10]1[C:11]2[C:7](=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=2)[CH2:8][CH2:9]1)(=[O:22])[CH3:21]

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 297576-Nitroindoline

生成物 1

HCID 2585661-(6-Nitroindolin-1-yl)ethanone収率 100.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

6-Nitroindoline (3.0 g, 18.3 mmol) is dissolved in THF (45 mL) and Et3N (3.4 mL, 24.4 mmol) at 0° C. Acetyl chloride (1.5 mL, 21 mmol) is added dropwise. The mixture is stirred at room temperature for 30 minutes. The mixture is partitioned between EtOAc and aqueous HCl. The organic layer is dried and concentrated to yield 1-acetyl-6-nitroindoline (3.8 g, 100%) as a yellow solid.

後処理

  1. customat 0° C
  2. customThe mixture is partitioned between EtOAc and aqueous HCl
  3. customThe organic layer is dried
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-bbf0a277953b4ec3897b702dccdbc346
出典データセット
uspto-grants-2010_08
特許番号
US07781478B2

関連ノート

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