Bromine → Isoxazole, 3-[3-bromo-2-methyl-6-(methylthio)phenyl]-4,5-dihydro-

HRID 397144노트

반응식

HRID 397144 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][CH3:9])[C:3]=1[C:10]1[CH2:14][CH2:13][O:12][N:11]=1.[Br:15]Br>S(=O)(=O)(O)O>[Br:15][C:7]1[C:2]([CH3:1])=[C:3]([C:10]2[CH2:14][CH2:13][O:12][N:11]=2)[C:4]([S:8][CH3:9])=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 108783423-(2-Methyl-6-methylthiophenyl)-4,5-dihydroisoxazole

생성물 1

HCID 9860657Isoxazole, 3-[3-bromo-2-methyl-6-(methylthio)phenyl]-4,5-dihydro-

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

At 0° C., 10 g (48 mmol) of 3-(2-methyl-6-methylthiophenyl)-4,5-dihydroisoxazole are added a little at a time to 120 ml of conc. sulfuric acid, and the mixture is stirred for about 30 minutes. 3.7 g (23 mmol) of bromine are then added dropwise, and the mixture is stirred at 0° C. for 2.5 hours. The mixture is then allowed to warm to room temperature over a period of about 45 minutes. A homogeneous solution is formed. For work-up, the reaction mixture is poured onto ice-water and extracted three times with methylene chloride. The organic phase is washed with sodium bicarbonate solution, dried with magnesium sulfate and concentrated. This gives 11.4 g of crude product which is used for the next step without further purification.

후처리

  1. stirringthe mixture is stirred at 0° C. for 2.5 hours
  2. customA homogeneous solution is formed
  3. additionFor work-up, the reaction mixture is poured onto ice-water
  4. extractionextracted three times with methylene chloride
  5. washThe organic phase is washed with sodium bicarbonate solution
  6. dry with materialdried with magnesium sulfate
  7. concentrationconcentrated
  8. customThis gives 11.4 g of crude product which is used for the next step without further purification

출처 및 근거

ORD 기록
ord-5108b3698b114fd7bfb7cdaa08da890e
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608209B2

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