Ammonium Chloride → 5-Bromo-3-tert-butyl-2-methoxyaniline

HRID 1295960

반응식

HRID 1295960 반응식
[Cl-].[NH4+].[CH3:3][O:4][C:5]1[C:10]([N+:11]([O-])=O)=[CH:9][C:8]([Br:14])=[CH:7][C:6]=1[C:15]([CH3:18])([CH3:17])[CH3:16]>CO.O.[Fe]>[Br:14][C:8]1[CH:7]=[C:6]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:5]([O:4][CH3:3])=[C:10]([CH:9]=1)[NH2:11]

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 229301475-Bromo-1-tert-butyl-2-methoxy-3-nitrobenzene

생성물 1

HCID 229301555-Bromo-3-tert-butyl-2-methoxyaniline수율 90.2%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 22242641Methanol--water (1/1)용매

실험 절차

Ammonium chloride (38 g) was added to a solution of 4-bromo-2-(tert-butyl)-6-nitrophenyl methyl ether (20.6 g) in methanol-water (140 ml-140 ml) and iron (20 g) was gradually added while heating to reflux. The mixture was heated to reflux for 2 hours and then the reaction mixture was filtered through celite. The filtrate was concentrated under reduced pressure, ethyl acetate was added to the residue and the mixture was washed 3 times with brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to yield a crude product of the title compound (16.65 g) as a brown oil.

후처리

  1. additionwas gradually added
  2. temperaturewhile heating to reflux
  3. temperatureThe mixture was heated
  4. temperatureto reflux for 2 hours
  5. filtrationthe reaction mixture was filtered through celite
  6. concentrationThe filtrate was concentrated under reduced pressure, ethyl acetate
  7. additionwas added to the residue
  8. washthe mixture was washed 3 times with brine
  9. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  10. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-31d009973dda471c80f221d5e1704f13
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244730B2

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