Dimethylformamide → HCID 46224429, 화합물

HRID 68140노트

반응식

HRID 68140 반응식
[CH3:1][N:2]([CH:4]=O)[CH3:3].[O:6]1[CH:10]=[CH:9][C:8]([C:11]2[C:20](=[O:21])[C:19]3[C:18]4[CH:22]=[CH:23][CH:24]=[CH:25][C:17]=4[CH:16]=[C:15]([O:26][CH2:27][CH2:28][CH3:29])C=3NC=2)=[CH:7]1.[H-].[Na+].CI>C(OCC)(=O)C.O>[O:6]1[CH:10]=[CH:9][C:8]([C:11]2[C:20](=[O:21])[C:19]3[C:18]4[CH:22]=[CH:23][CH:24]=[CH:25][C:17]=4[CH:16]=[C:15]([O:26][CH2:27][CH2:28][CH3:29])[C:3]=3[N:2]([CH3:1])[CH:4]=2)=[CH:7]1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 46224398HCID 46224398, 화합물

생성물 1

HCID 46224429HCID 46224429, 화합물수율 42%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To a DMF solution (5 ml) of 2-furan-3-yl-5-propoxy-4H-benzo[f]quinolin-1-one (300 mg, 0.94 mmol) was added sodium hydride (60% oil base, 61 mg, 1.4 mmol), and then the mixture was stirred at room temperature for 5 minutes. Methyl iodide (181 mg, 1.27 mmol) was added thereto and the resulting mixture was stirred at room temperature for 62 hours. Water and ethyl acetate were added to the reaction mixture and the resulting mixture was subjected to separation. The thus-obtained organic layer was washed with water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified using silica gel column chromatography (dichloromethane:ethyl acetate=90:1→80:1). The purified product was concentrated under reduced pressure to recrystallize the residue from ethyl acetate-n-hexane, giving a pale gray powder of 2-furan-3-yl-4-methyl-5-propoxy-4H-benzo[f]quinolin-1-one (130 mg, yield: 42%).

후처리

  1. stirringthe resulting mixture was stirred at room temperature for 62 hours
  2. customthe resulting mixture was subjected to separation
  3. washThe thus-obtained organic layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified
  7. concentrationThe purified product was concentrated under reduced pressure
  8. customto recrystallize the residue from ethyl acetate-n-hexane

출처 및 근거

ORD 기록
ord-6405ba807d2a4ebba33f609ed9b3f057
출처 데이터셋
uspto-grants-2014_09
특허 번호
USRE045108E1

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