2-Propenoic acid, 2-azido-3-(3,4,5-trimethoxyphenyl)-, methyl ester → methyl 5,6,7-trimethoxy-1H-indole-2-carboxylate

HRID 720327

反応式

HRID 720327 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[C:14]([N:19]=[N+]=[N-])[C:15]([O:17][CH3:18])=[O:16])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]>C1(C)C(C)=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:6](=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10])[NH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13]2

参加物

3

反応物 1

HCID 43062472-Propenoic acid, 2-azido-3-(3,4,5-trimethoxyphenyl)-, methyl ester

生成物 1

HCID 4453649methyl 5,6,7-trimethoxy-1H-indole-2-carboxylate

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒2 回

実験手順

Xylene (15 mL) was placed in a three-necked flask and stirred under reflux, and a xylene solution (30 mL) of methyl 3-(3,4,5-trimethoxyphenyl)-2-azidopropenoate (1.2 g) was added dropwise over 3 hours. The reaction mixture was refluxed for 1 hour and concentrated under reduced pressure. Water was added to the residue to conduct extraction with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:3) to obtain the title compound.

後処理

  1. temperatureunder reflux
  2. temperatureThe reaction mixture was refluxed for 1 hour
  3. concentrationconcentrated under reduced pressure
  4. additionWater was added to the residue
  5. extractionextraction with ethyl acetate
  6. washThe extract was washed with water and saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:3)

出典と根拠

ORDレコード
ord-306e5ab18e0d4f49a254e104fc7a273f
出典データセット
uspto-grants-2006_11
特許番号
US07135473B2

関連ノート

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