3-Methyl-2-nitroanisole → 2-Methoxy-6-methylaniline

HRID 1389506

反応式

HRID 1389506 の反応式
[N+:1]([C:4]1[C:9]([CH3:10])=[CH:8][CH:7]=[CH:6][C:5]=1[O:11][CH3:12])([O-])=O>C(O)(=O)C.[Fe]>[CH3:12][O:11][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]([CH3:10])[C:4]=1[NH2:1]

参加物

4

反応物 1

HCID 792913-Methyl-2-nitroanisole

生成物 1

HCID 4592492-Methoxy-6-methylaniline

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

実験手順

Solid 2-nitro-3-methylanisole (20 g) is added portion to a hot (40°-60° C.) suspension of iron (30 g) in 20% acetic acid (400 ml). The mixture is heated on a steam bath for 40 min, filtered still hot and neutralized (after cooling) with 50% aqueous sodium hydroxide. The mixture is steam distilled (2 liters of water collected). The distillate is extracted with diethyl ether and the etheral solution is dried and evaporated to give an oily residue of 2-methoxy-6-methylbenzenamine: nmr (CDCl3) δ2.15 (s, 3H), 3.7 (s, 2H), 3.8 (s, 3H) and 6.7 (m, 3H).

後処理

  1. temperatureThe mixture is heated on a steam bath for 40 min
  2. filtrationfiltered still hot
  3. temperatureneutralized (after cooling) with 50% aqueous sodium hydroxide
  4. distillationdistilled
  5. custom(2 liters of water collected)
  6. extractionThe distillate is extracted with diethyl ether
  7. customthe etheral solution is dried
  8. customevaporated

出典と根拠

ORDレコード
ord-d7378ab606ba4a589d1d7b2258d3be89
出典データセット
uspto-grants-1981_01
特許番号
US04244966

関連ノート

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