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

HRID 1270604ノート

反応式

HRID 1270604 の反応式
[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]

参加物

5

反応物 3

HCID 6422Trifluoroacetic acid2 回HCID 67184N-bromobutanimide2 回HCID 100846724-(4-Methoxy-phenoxy)-3,5-dimethyl-nitrobenzene

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-02fef635b7174876828231d3888003cc
出典データセット
uspto-grants-2007_04
特許番号
US07202275B2

反応ノート

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