Trifluoroacetic acid → 4-(3-Bromo-4-methoxyphenoxy)-3,5-dimethylnitrobenzene

HRID 585123

반응식

HRID 585123 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([N+:18]([O-:20])=[O:19])[CH:5]=[C:6]([CH3:17])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1.[Br:21]N1C(=O)CCC1=O.FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[Br:21][C:13]1[CH:14]=[C:9]([CH:10]=[CH:11][C:12]=1[O:15][CH3:16])[O:8][C:7]1[C:6]([CH3:17])=[CH:5][C:4]([N+:18]([O-:20])=[O:19])=[CH:3][C:2]=1[CH3:1]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acid2회HCID 67184N-bromobutanimide2회HCID 100846724-(4-Methoxy-phenoxy)-3,5-dimethyl-nitrobenzene

생성물 1

HCID 223397284-(3-Bromo-4-methoxyphenoxy)-3,5-dimethylnitrobenzene수율 97.2%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 3,5-dimethyl-4-(4′-methoxyphenoxy)nitrobenzene (4.0 g) (J. Med. Chem. 1995, 38, 703) in chloroform (150 ml) were added N-bromosuccinimide (2.6 g) and trifluoroacetic acid (1.1 ml), and the resulting mixture was heated under reflux for 90 min. Additional portions of N-bromosuccinimide (2.6 g) and trifluoroacetic acid (1.1 ml) were added, followed by further heating for 18 h. The reaction was washed with sodium bicarbonate, dried (Na2SO4) and concentrated to afford the title compound as an orange solid (5.0 g). MS Calc: 351; Found: 352 (M+1).

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 90 min
  3. temperatureby further heating for 18 h
  4. washThe reaction was washed with sodium bicarbonate
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b63da937277b476aafa6b2391832710c
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06930107B2

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