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

HRID 992809노트

반응식

HRID 992809 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 approximately 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. Over a period of approximately 45 minutes, the mixture is subsequently allowed to warm to room temperature. A homogeneous solution forms. For work-up, the reaction mixture is poured into 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 employed in the next step without any further purification.

후처리

  1. stirringthe mixture is stirred at 0° C. for 2.5 hours
  2. waitOver a period of approximately 45 minutes
  3. extractionextracted three times with methylene chloride
  4. washThe organic phase is washed with sodium bicarbonate solution
  5. dry with materialdried with magnesium sulfate
  6. concentrationconcentrated
  7. customThis gives 11.4 g of crude product which is employed in the next step without any further purification

출처 및 근거

ORD 기록
ord-5a1fb002100b44799af1632eb9ed72b9
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06469176B1

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