Nitric Acid → HCID 21877762、化合物

HRID 896187ノート

反応式

HRID 896187 の反応式
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH2:8][CH2:7]2.[N+:13]([O-])([OH:15])=[O:14]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH2:8][CH2:7]2

参加物

4

反応物 2

HCID 944Nitric AcidHCID 151448738-Fluoro-1,2,3,4-tetrahydroquinolin-2-one

生成物 1

HCID 21877762HCID 21877762、化合物収率 75%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
-5 °C

実験手順

8-Fluoro-3,4-dihydro-1H-quinolin-2-one [prepared according to the procedure found in EP0524846] (2.62 g, 0.0159 mol) is dissolved in concentrated sulfuric acid (20 ml) and cooled to −5° C. Nitric acid (70%, 1.02 ml, 0.0159 mol) is added dropwise and the reaction stirred at −5° C. for 20 minutes. The mixture is poured onto ice and the resulting precipitate collected by filtration, washed well with water, and dried under vacuum. Purification by flash column chromatography (30% ethyl acetate/hexane) gives the title compound as a light yellow solid (2.50 g, 75%); [M+H]+=211.

後処理

  1. additionThe mixture is poured onto ice
  2. filtrationthe resulting precipitate collected by filtration
  3. washwashed well with water
  4. customdried under vacuum
  5. customPurification by flash column chromatography (30% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-2e7541dd66de4feca264a131861aaa7b
出典データセット
uspto-grants-2005_07
特許番号
US06919329B2

反応ノート

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