Ammonium Chloride → 1,3-Benzenediamine, 2-methoxy-

HRID 131078

反応式

HRID 131078 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[C:5]=1[O:13][CH3:14])([O-])=O.[NH4+].[Cl-]>O.[Zn]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[O:13][CH3:14]

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 5977192,6-Dinitrophenyl methyl ether

生成物 1

HCID 124029761,3-Benzenediamine, 2-methoxy-収率 95%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 962Water溶媒

実験手順

0.500 g (2.52 mmol) of compound 2,6-dinitroanisole was suspended in 40 mL of water together with 2.310 g (35.3 mmol) of Zn and 0.530 g (10.1 mmol) of NH4Cl. The solution was boiled for 2.5 h. After cooling to room temperature, the solution was extracted with ethyl acetate. The organic solution was dried with anhydrous Na2SO4 and distilled in vacuo to obtain 0.330 g (95%) of clean 2,6-diaminoanisole as a red oil. 1H NMR (CDCl3) δ 6.73 (t, J=7.9 Hz, 1H, Ar—H), 6.19 (d, J=7.9 Hz, 2H, Ar—H), 3.78 (s, 3H, O—CH3), 3.73 (br. s, 4H, Ar—NH2). 13C NMR (CDCl3) δ 140.3, 134.9, 125.2, 106.6, 58.6.

後処理

  1. extractionthe solution was extracted with ethyl acetate
  2. dry with materialThe organic solution was dried with anhydrous Na2SO4
  3. distillationdistilled in vacuo

出典と根拠

ORDレコード
ord-6f19936467724c4395edc034ea960fd7
出典データセット
uspto-grants-2008_06
特許番号
US07384789B2

関連ノート

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