Tetrahydrofuran → 1-[2-(2,6-Diethyl-4-methylphenyl)-2-oxoacetyl]-2-[1-(4-fluorophenyl)-2-methylsulfonylethylidene]-1-methylhydrazine

HRID 335437노트

반응식

HRID 335437 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[N:14][NH:15][CH3:16])[CH2:9][S:10]([CH3:13])(=[O:12])=[O:11])=[CH:4][CH:3]=1.O1CCCC1.C(N(CC)CC)C.[CH2:29]([C:31]1[CH:36]=[C:35]([CH3:37])[CH:34]=[C:33]([CH2:38][CH3:39])[C:32]=1[C:40](=[O:44])[C:41](Cl)=[O:42])[CH3:30]>O>[CH2:29]([C:31]1[CH:36]=[C:35]([CH3:37])[CH:34]=[C:33]([CH2:38][CH3:39])[C:32]=1[C:40](=[O:44])[C:41]([N:15]([CH3:16])[N:14]=[C:8]([C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)[CH2:9][S:10]([CH3:13])(=[O:12])=[O:11])=[O:42])[CH3:30]

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 569427122-(2,6-Diethyl-4-methylphenyl)-2-oxoacetyl chlorideHCID 866893531-[1-(4-Fluorophenyl)-2-methylsulfonylethylidene]-2-methylhydrazine

생성물 1

HCID 866893541-[2-(2,6-Diethyl-4-methylphenyl)-2-oxoacetyl]-2-[1-(4-fluorophenyl)-2-methylsulfonylethylidene]-1-methylhydrazine수율 60.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a 30 ml volume two-necked flask, 1-[1-(4-fluorophenyl)-2-methylsulfonylethylidene]-2-methylhydrazine (5-2-4) (0.90 g) and anhydrous tetrahydrofuran (5 ml) were added under a nitrogen atmosphere, and added triethylamine (0.37 g) under cooling. To the mixture, 2-(2,6-diethyl-4-methylphenyl)-2-oxoacetyl chloride (6-a) (0.88 g) was added dropwise below 0° C., and stirred under ice-cooling for 2 hours. The reaction mixture was added to water, and extracted with tert-butyl methyl ether. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (tert-butyl methyl ether) to give 1.0 g of 1-[2-(2,6-diethyl-4-methylphenyl)-2-oxoacetyl]-2-[1-(4-fluorophenyl)-2-methylsulfonylethylidene]-1-methylhydrazine ((4-64)-(1)-39).

후처리

  1. temperatureunder cooling
  2. temperaturecooling for 2 hours
  3. extractionextracted with tert-butyl methyl ether
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (tert-butyl methyl ether)

출처 및 근거

ORD 기록
ord-e665272c55cc46deb18993aed587ce96
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08884010B2

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