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

HRID 379698

반응식

HRID 379698 반응식
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]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 178526976HCID 178526976, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5642302a26bc4e7a83e80cc162e8c81c
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06300368B1

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