Water → 1-[2-(2,4,6-Triethylphenyl)-2-oxoacetyl]-2-(1,1,1-trifluoro-3-methylsulfanyl-2-propylidene)-1-methylhydrazine

HRID 335423노트

반응식

HRID 335423 반응식
[CH2:1]([C:3]1[CH:8]=[C:7]([CH2:9][CH3:10])[CH:6]=[C:5]([CH2:11][CH3:12])[C:4]=1[C:13](=[O:19])[C:14]([N:16]([CH3:18])[NH2:17])=[O:15])[CH3:2].[F:20][C:21]([F:28])([F:27])[C:22](=O)[CH2:23][S:24][CH3:25].O>C1(C)C=CC=CC=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH2:1]([C:3]1[CH:8]=[C:7]([CH2:9][CH3:10])[CH:6]=[C:5]([CH2:11][CH3:12])[C:4]=1[C:13](=[O:19])[C:14]([N:16]([CH3:18])[N:17]=[C:22]([CH2:23][S:24][CH3:25])[C:21]([F:28])([F:27])[F:20])=[O:15])[CH3:2]

참가 물질

6

반응물 3

HCID 962WaterHCID 140647491,1,1-Trifluoro-3-methylsulfanyl-2-propanoneHCID 666955611-[2-(2,4,6-Triethylphenyl)-2-oxoacetyl]-1-methylhydrazine

생성물 1

HCID 764690261-[2-(2,4,6-Triethylphenyl)-2-oxoacetyl]-2-(1,1,1-trifluoro-3-methylsulfanyl-2-propylidene)-1-methylhydrazine수율 50%

시약·촉매·용매 2

HCID 521998p-Toluenesulfonic acid monohydrate촉매HCID 1140Toluene용매

실험 절차

To a 100 ml volume three-necked flask, 1-[2-(2,4,6-triethylphenyl)-2-oxoacetyl]-1-methylhydrazine ((12-2)-(11)-40) (3.01 g) was added, and to the mixture was added dropwise a solution of 1,1,1-trifluoro-3-methylsulfanyl-2-propanone (7-0-2) (2.10 g) in toluene (27 g), followed by the addition of para-toluenesulfonic acid monohydrate (0.030 g). The resulting mixture was stirred under reflux for 40 minutes. Then, the reaction mixture was cooled to room temperature, poured into water (30 ml), and extracted with ethyl acetate (50 ml) 3 times. The resulting organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and subjected to silica gel column chromatography (chloroform) to give 2.31 g of 1-[2-(2,4,6-triethylphenyl)-2-oxoacetyl]-2-(1,1,1-trifluoro-3-methylsulfanyl-2-propylidene)-1-methylhydrazine ((4-46)-(1)-40).

후처리

  1. temperatureunder reflux for 40 minutes
  2. extractionextracted with ethyl acetate (50 ml) 3 times
  3. dry with materialThe resulting organic layer was dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-13506a7d51834b1c9533f04391583bfc
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08884010B2

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