1-(1-Acetylindolin-5-yl)propan-1-one → HCID 20094393, 화합물

HRID 273841노트

반응식

HRID 273841 반응식
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:16])[CH2:14][CH3:15])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C1CNC(=O)C1.[Br:23][Br-]Br>O1CCCC1.S(=O)(=O)(O)O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:16])[CH:14]([Br:23])[CH3:15])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

참가 물질

4

반응물 1

HCID 230039711-(1-Acetylindolin-5-yl)propan-1-one

생성물 1

HCID 20094393HCID 20094393, 화합물수율 79.1%

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-acetyl-5-propionylindoline (1.65 g) in tetrahydrofuran (150 ml) were added concentrated sulfuric acid (5 drops) and pyrrolidone hydrotribromide (4.14 g), and the mixture was stirred at room temperature for 16 hours. The insoluble materials were filtered off, and the filtrate was concentrated under reduced pressure. The residue was extracted with ethyl acetate, and the extract was washed with water, dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was recrystallized from ethanol to give 1.78 g of 1-acetyl-5-(2-bromopropionyl)indoline melting at 140°-142° C.

후처리

  1. filtrationThe insoluble materials were filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. extractionThe residue was extracted with ethyl acetate
  4. washthe extract was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-f18b0b7521a6488896d1ec2f879e7208
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387603

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