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Potassium tert-butoxide → 4-(3-bromophenyl)-6,7-dimethoxy-3-(thiophen-2-yl)quinolin-2(1H)-one

HRID 1191331
ノート
印刷プレビュー

反応式

HRID 1191331 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[CH:12][C:11]=2[NH:20][C:21](=[O:28])[CH2:22][C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)=O)[CH:5]=[CH:6][CH:7]=1.CC([O-])(C)C.[K+]>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:10]3[C:11](=[CH:12][C:13]([O:18][CH3:19])=[C:14]([O:16][CH3:17])[CH:15]=3)[NH:20][C:21](=[O:28])[C:22]=2[C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)[CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 23665647Potassium tert-butoxideHCID 66849274N-{2-[(3-bromophenyl)carbonyl]-4,5-dimethoxyphenyl}-2-(thiophen-2-yl)acetamide

生成物 1

HCID 668998014-(3-bromophenyl)-6,7-dimethoxy-3-(thiophen-2-yl)quinolin-2(1H)-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of N-{2-[(3-bromophenyl)carbonyl]-4,5-dimethoxyphenyl}-2-(thiophen-2-yl)acetamide (8 g, 17.4 mmol) in dry THF (80 mL) was added t-BuOK (6 g 52.1 mmol) in portions at 0° C. The reaction mixture was stirred for 1 hour and concentrated under reduced pressure. The residue was diluted with EtOAc (50 mL). The combined organic layers were dried over anhydrous MgSO4, filtered and concentrated in vacuum to afford 4-(3-bromophenyl)-6,7-dimethoxy-3-(thiophen-2-yl)quinolin-2(1H)-one. MS (M+H)=442 and 444.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was diluted with EtOAc (50 mL)
  3. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuum

出典と根拠

ORDレコード
ord-b1b5bf7b116f43a48ff1c5f680d4bf30
出典データセット
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08680116B2

反応ノート

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