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

HRID 1270604노트

반응식

HRID 1270604 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., 38: 703 (1995)) 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 of Step A as an orange solid (5.0 g). MS (APCI+) 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-02fef635b7174876828231d3888003cc
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07202275B2

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