Bromine → 7-bromo-6-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-one

HRID 885932ノート

反応式

HRID 885932 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][C:8](=[O:11])[NH:7][C:6]=2[CH:12]=1.[Br:13]Br>C(Cl)Cl.C1COCC1>[Br:13][C:3]1[C:2]([CH3:1])=[CH:12][C:6]2[NH:7][C:8](=[O:11])[CH2:9][O:10][C:5]=2[CH:4]=1

参加物

5

反応物 2

HCID 24408BromineHCID 27638392H-1,4-Benzoxazine-3(4H)-one, 6-methyl-

生成物 1

HCID 671865677-bromo-6-methyl-3,4-dihydro-2H-1,4-benzoxazin-3-one収率 80.5%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 6-methyl-2H-1,4-benzoxazin-3(4H)-one (10.0 g, 61.3 mmol) in DCM (200 mL) and THF (200 mL) at 0° C. was added bromine (15.0 g, 93.7 mmol) dropwise. The reaction mixture was stirred at this temperature for 30 minutes, then filtered. The solid was washed with Et2O (200 mL) to give the title compound (11.95 g, 80%) as a white solid that was used without further purification. δH (CDCl3) 8.95 (1H, s), 7.16 (1H, s), 6.70 (1H, s), 4.59 (2H, s), 2.31 (3H, s).

後処理

  1. filtrationfiltered
  2. washThe solid was washed with Et2O (200 mL)

出典と根拠

ORDレコード
ord-ea0e1079e26d4915a0a11a58afcdb3f1
出典データセット
uspto-grants-2012_08
特許番号
US08242116B2

反応ノート

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