Chloroform → (+)-2-Formylaminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one

HRID 1900758ノート

反応式

HRID 1900758 の反応式
[NH2:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH:9]=[CH:8]3.C(Cl)(Cl)Cl.[C:22](OC(=O)C)(=[O:24])C.C(OC=O)=O>O1CCCC1.CCOCC>[CH:22]([NH:1][CH2:2][CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH:9]=[CH:8]3)=[O:24]

参加物

7

反応物 4

HCID 6212ChloroformHCID 7918Acetic AnhydrideHCID 9548680Formic anhydrideHCID 233695672-Aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one

生成物 1

HCID 23369729(+)-2-Formylaminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
70 °C

実験手順

(+)-2-Aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (1.17 g, 5.08 mmol) was suspended in tetrahydrofuran (30 ml)--chloroform (30 ml). To the suspension, acetic anhydride--formic anhydride (2.24 g, 25.4 mmol) was added, and refluxed with heat in a bath of 70° C. for 3 hours. The resulting reaction mixture was cooled at room temperature, and combined with ether. The insoluble matter, which was collected by filtration, was recrystallized from chloroform--methanol--ether. As a result, 460 mg of the title compound was obtained as colorless powder (35.1%).

後処理

  1. temperaturerefluxed
  2. customThe resulting reaction mixture
  3. temperaturewas cooled at room temperature
  4. filtrationThe insoluble matter, which was collected by filtration
  5. customwas recrystallized from chloroform

出典と根拠

ORDレコード
ord-ee8cc227b1ce4f5fb8424173ad72672b
出典データセット
uspto-grants-1996_11
特許番号
US05576324

反応ノート

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