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Dimethylformamide → Methyl 3-formyl-1H-indole-5-carboxylate

HRID 1015438
ノート
印刷プレビュー

反応式

HRID 1015438 の反応式
P(Cl)(Cl)(Cl)=O.CN(C)[CH:8]=[O:9].[NH:11]1[C:19]2[C:14](=[CH:15][C:16]([C:20]([O:22][CH3:23])=[O:21])=[CH:17][CH:18]=2)[CH:13]=[CH:12]1.C(=O)([O-])[O-].[K+].[K+]>O>[CH:8]([C:13]1[C:14]2[C:19](=[CH:18][CH:17]=[C:16]([C:20]([O:22][CH3:23])=[O:21])[CH:15]=2)[NH:11][CH:12]=1)=[O:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228Dimethylformamide2 回HCID 11430Potassium CarbonateHCID 24813Phosphorus oxychlorideHCID 2737635methyl 1H-indole-5-carboxylate

生成物 1

HCID 19606277Methyl 3-formyl-1H-indole-5-carboxylate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 1.28 ml portion of phosphoryl chloride was added dropwise to 8 ml of N,N-dimethylformamide under ice-cooling, followed by stirring at room temperature for 15 minutes. An 8 ml portion of an N,N-dimethylformamide solution of 2.00 g of methyl 1H-indole-5-carboxylate was added dropwise to this solution under ice-cooling, followed by stirring at room temperature for 1.5 hours. Under ice-cooling, 50 ml of water was added thereto and potassium carbonate was further added until the pH became 12, and the resulting solid was collected by filtration, washed with water and then dried over heating under a reduced pressure to obtain 2.19 g of methyl 3-formyl-1H-indole-5-carboxylate as a pale light brown solid.

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. stirringby stirring at room temperature for 1.5 hours
  4. temperatureUnder ice-cooling
  5. filtrationthe resulting solid was collected by filtration
  6. washwashed with water
  7. customdried
  8. temperatureover heating under a reduced pressure

出典と根拠

ORDレコード
ord-a132fc67bde94ce19325d24809f21901
出典データセット
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07985764B2

反応ノート

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