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Tetrahydrofuran → 1-[3-Hydroxy-2-(methoxymethoxy)propyl]-7-methoxyquinoxalin-2(1H)-one

HRID 1847002
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HRID 1847002 반응식
[Si](O[C:9]1[C:10](=[O:28])[N:11]([CH2:21][CH:22]([O:24][CH2:25][O:26][CH3:27])[CH3:23])[C:12]2[C:17]([N:18]=1)=[CH:16][CH:15]=[C:14]([O:19][CH3:20])[CH:13]=2)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[O:47]1CCCC1>ClCCl>[OH:47][CH2:23][CH:22]([O:24][CH2:25][O:26][CH3:27])[CH2:21][N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[C:14]([O:19][CH3:20])[CH:13]=2)[N:18]=[CH:9][C:10]1=[O:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 867249333-{[Tert-butyl(dimethyl)silyl]oxy}-2-(methoxymethoxy)propyl-7-methoxyquinoxalin-2(1H)-one

생성물 1

HCID 867249321-[3-Hydroxy-2-(methoxymethoxy)propyl]-7-methoxyquinoxalin-2(1H)-one수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-[3-{[Tert-butyl(dimethyl)silyl]oxy}-2-(methoxymethoxy)propyl-7-methoxyquinoxalin-2(1H)-one (863 mg, 2.11 mmol) was dissolved in tetrahydrofuran (10 ml). Tetrabutyl ammonium fluoride (1M tetrahydrofuran solution; 2.74 ml, 2.74 mmol) was added to this solution under cooling on ice, and the mixture was stirred for 3 hours. The reaction solution was diluted with dichloromethane and washed with saturated sodium bicarbonate water. After drying with anhydrous sodium sulfate, the solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol) to yield 495 mg (80%) of the title compound in the form of a yellowish solid.

후처리

  1. temperatureunder cooling on ice
  2. washwashed with saturated sodium bicarbonate water
  3. dry with materialAfter drying with anhydrous sodium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (chloroform/methanol)

출처 및 근거

ORD 기록
ord-ae214b1665e54ed790fd8fb882d93e83
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952010B2

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