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

HRID 489614노트

반응식

HRID 489614 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1a1adcdf9bd94901ac30f1041428d926
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06977263B2

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