Bromine → 7-Bromo-2-ethyl-4-methoxybenzoxazole

HRID 275803노트

반응식

HRID 275803 반응식
[CH2:1]([C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[C:6]=2[N:7]=1)[CH3:2].[Br:14]Br>CO>[Br:14][C:11]1[C:5]2[O:4][C:3]([CH2:1][CH3:2])=[N:7][C:6]=2[C:8]([O:12][CH3:13])=[CH:9][CH:10]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 183166412-Ethyl-4-methoxybenzoxazole2회

생성물 1

HCID 224566737-Bromo-2-ethyl-4-methoxybenzoxazole

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
-78 °C

실험 절차

2-Ethyl-4-methoxybenzoxazole (2.81 g) was dissolved in methanol (80 ml) under nitrogen and the solution cooled to −78° C. Bromine (0.73 ml) was added dropwise. The mixture was allowed to warm gradually to room temperature and stirred for 3.5 h. The methanol was evaporated in vacuo and the residue partitioned between ethyl acetate and aqueous sodium bicarbonate. The combined organic phases were washed with 5% aqueous sodium metabisulphite, evaporated onto silica and purified by flash chromatography eluting with 25%-50% ethyl acetate in hexane to give a mixture of the title compound and 2-ethyl-4-methoxybenzoxazole as a pale yellow liquid (2.28 g).

후처리

  1. temperatureto warm gradually to room temperature
  2. customThe methanol was evaporated in vacuo
  3. customthe residue partitioned between ethyl acetate and aqueous sodium bicarbonate
  4. washThe combined organic phases were washed with 5% aqueous sodium metabisulphite
  5. customevaporated onto silica
  6. custompurified by flash chromatography
  7. washeluting with 25%-50% ethyl acetate in hexane
  8. customto give

출처 및 근거

ORD 기록
ord-3b74867e9f394e5b92aaa56e9c97350d
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06353010B1

반응 노트

불러오는 중…