Tetrahydrofuran → 1-ethyl-1H-indole-3-carboxylic acid

HRID 489614ノート

反応式

HRID 489614 の反応式
C[O:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]([CH2:14][CH3:15])[CH:6]=1)=[O:4].C1COCC1.[OH-].[Na+]>CO>[CH2:14]([N:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:5]([C:3]([OH:4])=[O:2])=[CH:6]1)[CH3:15]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 5191495Methyl 1-ethylindole-3-carboxylate

生成物 1

HCID 36971601-ethyl-1H-indole-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 1-ethyl-1H-indole-3-carboxylic acid methyl ester (1.8 g, 8.8 mmol) was stirred in a 1:1 mixture of THF:MeOH (40 mL), and to this was added 2N NaOH (20 mL). The reaction was heated at reflux for 4 hours. The reaction mixture was partially evaporated to remove the THF, MeOH and the remaining material diluted with water (20 mL) and acidified to pH=2 with 1N HCl. The mixture was extracted with dichloromethane (100 mL), dried over sodium sulfate and evaporated under reduced pressure to give the title compound as a white solid, which was used directly in the next step.

後処理

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 4 hours
  3. customThe reaction mixture was partially evaporated
  4. customto remove the THF, MeOH
  5. additionthe remaining material diluted with water (20 mL)
  6. extractionThe mixture was extracted with dichloromethane (100 mL)
  7. dry with materialdried over sodium sulfate
  8. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-1a1adcdf9bd94901ac30f1041428d926
出典データセット
uspto-grants-2005_12
特許番号
US06977263B2

反応ノート

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