Benzyl Chloride → 6-Nitro-N-benzyl-2-quinolone

HRID 501579ノート

反応式

HRID 501579 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH:8]=[CH:7]2)([O-:3])=[O:2].[F-].[Cs+].[CH2:17](Cl)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C=O)C>[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:9](=[O:14])[CH:8]=[CH:7]2)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 25953Cesium fluorideHCID 8999326-Nitroquinolin-2(1H)-one

生成物 1

HCID 597543586-Nitro-N-benzyl-2-quinolone収率 78.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Compound 46B (50 mg, 0.26 mmol) was dissolved in DMF (1 mL), CsF (120 mg, 0.79 mmol) and benzyl chloride (0.09 mL, 0.79 mmol) were added, and the reaction was stirred at rt for 16 h. The reaction mixture was then concentrated under reduced pressure and subsequently purified by silica gel flash chromatography eluting with 0-5% EtOAc/CH2Cl2 (gradient) to give the title compound (57 mg, 77%). LC/MS m/z 281 [M+H]+.

後処理

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. customsubsequently purified by silica gel flash chromatography
  3. washeluting with 0-5% EtOAc/CH2Cl2 (gradient)

出典と根拠

ORDレコード
ord-a776675dbb9d4e20b661bee69d749aad
出典データセット
uspto-grants-2010_08
特許番号
US07772267B2

反応ノート

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