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

HRID 1295960

反応式

HRID 1295960 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 229301555-Bromo-3-tert-butyl-2-methoxyaniline収率 90.2%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 22242641Methanol--water (1/1)溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-31d009973dda471c80f221d5e1704f13
出典データセット
uspto-grants-2007_07
特許番号
US07244730B2

関連ノート

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