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

HRID 885932노트

반응식

HRID 885932 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-ea0e1079e26d4915a0a11a58afcdb3f1
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08242116B2

반응 노트

불러오는 중…