Sulfuric Acid → isopropyl 5-fluoro-3-methyl-1H-indole-2-propanoate

HRID 5945

반응식

HRID 5945 반응식
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.O=[C:12]([CH2:20][CH3:21])[CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].OS(O)(=O)=O.[C:27]([O-])(O)=O.[Na+]>CC(O)C>[F:2][C:3]1[CH:8]=[C:7]2[C:6](=[CH:5][CH:4]=1)[NH:9][C:12]([CH2:13][CH2:14][C:15]([O:17][CH:18]([CH3:27])[CH3:19])=[O:16])=[C:20]2[CH3:21]

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 699814-Fluorophenylhydrazine hydrochlorideHCID 516892Sodium BicarbonateHCID 12271528Ethyl 4-oxohexanoate

생성물 1

HCID 19794669isopropyl 5-fluoro-3-methyl-1H-indole-2-propanoate

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A mixture of 1-(4-fluorophenyl)hydrazine hydrochloride (1.03 g), ethyl 4-oxo-hexanoate (1.0 g), 2-propanol (25 ml) and H2SO4 is refluxed under nitrogen for 9 hours. After cooling the mixture is poured into a aqueous solution of NaHCO3, extracted with AcOEt and evaporated to dryness to yield 1.45 g of isopropyl 5-fluoro-3-methyl-1H-indole-2-propanoate.

후처리

  1. temperatureis refluxed under nitrogen for 9 hours
  2. temperatureAfter cooling the mixture
  3. extractionextracted with AcOEt
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-7032a768e4ff40098e40773662a0af2f
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246957

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