Water → Diethyl[2-(4-nitrophenoxy)ethyl]amine

HRID 379698

反応式

HRID 379698 の反応式
O.O.[N+:3]([C:6]1[CH:13]=[CH:12][C:9]([O:10][Na])=[CH:8][CH:7]=1)([O-:5])=[O:4].Cl.[CH2:15]([N:17]([CH2:21][CH3:22])[CH2:18][CH2:19]Cl)[CH3:16].C(=O)([O-])[O-].[K+].[K+].O>C1(C)C(C)=CC=CC=1>[CH2:15]([N:17]([CH2:21][CH2:22][O:10][C:9]1[CH:12]=[CH:13][C:6]([N+:3]([O-:5])=[O:4])=[CH:7][CH:8]=1)[CH2:18][CH3:19])[CH3:16]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 178526976HCID 178526976、化合物

生成物 1

HCID 88294Diethyl[2-(4-nitrophenoxy)ethyl]amine収率 79.5%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

4-Nitrophenoxy sodium dihydrate (29.39 g), 2-(diethylamino)ethylchloride hydrochloride (25.60 g), potassium carbonate (30.17 g) and water (60 ml) were added into xylene (100 ml) and the mixture was heat-refluxed for 2 hours while mixing and continuously removing water by azeotropic distillation. After reaction, insolubles were removed by filtration. Filtrate was added with ethyl acetate (100 ml) and extracted 3 times with 1N HCl (100 ml). Aqueous layer was adjusted to pH 10 with 1N sodium hydroxide and oily substance separated was extracted 3 times with ethyl acetate (100 ml). Ethyl acetate solution was dehydrated with anhydrous magnesium sulfate and concentrated to obtain N,N-diethyl-2-(4-nitrophenoxy)ethylamine (28.19 g) as color-less oily substance.

後処理

  1. temperaturethe mixture was heat-refluxed for 2 hours
  2. additionwhile mixing
  3. distillationcontinuously removing water by azeotropic distillation
  4. customAfter reaction, insolubles
  5. customwere removed by filtration
  6. additionFiltrate was added with ethyl acetate (100 ml)
  7. extractionextracted 3 times with 1N HCl (100 ml)
  8. customseparated
  9. extractionwas extracted 3 times with ethyl acetate (100 ml)
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-5642302a26bc4e7a83e80cc162e8c81c
出典データセット
uspto-grants-2001_10
特許番号
US06300368B1

関連ノート

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