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

HRID 1847002
ノート
印刷プレビュー

反応式

HRID 1847002 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ae214b1665e54ed790fd8fb882d93e83
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08952010B2

反応ノート

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