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

HRID 502195

반응식

HRID 502195 반응식
[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]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 297576-Nitroindoline

생성물 1

HCID 2585661-(6-Nitroindolin-1-yl)ethanone수율 100.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-3257c24e3d124b108caa31596d210960
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772271B2

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