Benzoyl Peroxide → 5-(4-(Bromomethyl)phenyl)isoxazole

HRID 1957030ノート

反応式

HRID 1957030 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>ClC(Cl)(Cl)Cl>[Br:13][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 2700155-(P-Tolyl)isoxazole

生成物 1

HCID 229975455-(4-(Bromomethyl)phenyl)isoxazole

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

To a solution of 5-(4-methylphenyl)-isoxazole (17 g) and N-bromosuccinimide (19 g) in tetrachlormethane (500 ml) under nitrogen, bisbenzoyl peroxide (0.43 g) is added, and the mixture heated on reflux over night. The solvent is evaporated, and the residue purified by flash chromatography (silica gel, hexane/ethyl acetate 4:1) to give pure 5-(4-bromomethylphenyl)-isoxazole. NMR (CDCl3, 400 MHz) δ [ppm] 8.32 (d, 1.8 Hz, 1H), 7.78 (d, 8.2 Hz, 2H), 7.51 (d, 8.2 Hz, 2H), 6.54 (d, 1.8 Hz, 1H), 4.52 (s, 2H).

後処理

  1. temperaturethe mixture heated
  2. temperatureon reflux over night
  3. customThe solvent is evaporated
  4. customthe residue purified by flash chromatography (silica gel, hexane/ethyl acetate 4:1)

出典と根拠

ORDレコード
ord-c446dbe1c4a344fe9df112efb40f67d8
出典データセット
uspto-grants-1998_07
特許番号
US05780498

反応ノート

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