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

HRID 992809ノート

反応式

HRID 992809 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5a1fb002100b44799af1632eb9ed72b9
出典データセット
uspto-grants-2002_10
特許番号
US06469176B1

反応ノート

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