Tetrahydrofuran → 1-(4-fluoro-2-methylaminophenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethanone

HRID 542798

반응식

HRID 542798 반응식
C([Li])CCC.[CH3:6][N:7]1[C:11]([CH3:12])=[N:10][N:9]=[N:8]1.O1CCCC1.[F:18][C:19]1[CH:28]=[CH:27][C:22]([C:23](OC)=[O:24])=[C:21]([NH:29][CH3:30])[CH:20]=1>CCCCCC.O>[F:18][C:19]1[CH:28]=[CH:27][C:22]([C:23](=[O:24])[CH2:12][C:11]2[N:7]([CH3:6])[N:8]=[N:9][N:10]=2)=[C:21]([NH:29][CH3:30])[CH:20]=1

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 788251,5-DimethyltetrazoleHCID 13474393Methyl 4-fluoro-2-(methylamino)benzoateHCID 178418339Butyllithium

생성물 1

HCID 134743941-(4-fluoro-2-methylaminophenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethanone

시약·촉매·용매 2

HCID 962Water용매HCID 8058Hexane용매

실험 절차

A solution of butyl lithium in hexane (50 ml of 1.6M solution) was added slowly to a stirred mixture of 1,5-dimethyltetrazole (7.84 g) and dry tetrahydrofuran (170 ml) at 0°-5° under nitrogen. The mixture was stirred at 0°-5° for 0.5 hour and then methyl 4-fluoro-2-methylaminobenzoate (4.84 g) was added in portions at 0°-5°. The mixture was stirred at room temperature for 3 hours and then poured into water (500 ml). The resulting mixture was extracted with dichloromethane (5×60 ml). The extract was dried and evaporated to give an oil which partially solidified overnight. The solid was collected by filtration, washed with toluene and dried in vacuo to give the novel compound 1-(4-fluoro-2-methylaminophenyl)-2-(1-methyl-1H-tetrazol-5-yl)ethanone, m.p. 132°-134°.

후처리

  1. stirringThe mixture was stirred at room temperature for 3 hours
  2. extractionThe resulting mixture was extracted with dichloromethane (5×60 ml)
  3. customThe extract was dried
  4. customevaporated
  5. customto give an oil which partially solidified overnight
  6. filtrationThe solid was collected by filtration
  7. washwashed with toluene
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-7340d66b0e6e414fb721ae3a56ac4fc4
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04659718

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