Acetone → 3-bromoquinoline 1-oxide

HRID 1492110노트

반응식

HRID 1492110 반응식
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.CC(OO)=[O:14].CC(C)=O.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[N+:4]([O-:14])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

참가 물질

6

반응물 4

HCID 180AcetoneHCID 6585Peracetic AcidHCID 214133-BromoquinolineHCID 516892Sodium Bicarbonate

생성물 1

HCID 8180763-bromoquinoline 1-oxide수율 100.9%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 3-Bromoquinoline 5 (2.08 g, 10 mmol) in CHCl3 (5 ml) was added CH3CO2OH (5 ml, 32% solution in dilute HOAc, 20 mmol) and the mixture was stirred overnight. Acetone (3 ml) was added and the mixture was stirred an additional 15 min then poured into saturated NaHCO3 (aq) and extracted with CH2Cl2. The combined extracts were dried (K2CO3) and concentrated to yield pure 6 (2.26 g, 100%) as a tan solid. 1H NMR d (d=delta) (ppm): 7.7 dd (CH atom), 7.8 m (2 CH atom), 7.9 s (CH atom), 8.6 s (CH atom), 8.7 d (CH atom).

후처리

  1. stirringthe mixture was stirred an additional 15 min
  2. extractionextracted with CH2Cl2
  3. dry with materialThe combined extracts were dried (K2CO3)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d050b458a34e451b9cf159387ad35a4e
출처 데이터셋
uspto-grants-1994_12
특허 번호
US05372813

반응 노트

불러오는 중…