Acetic Acid → 3-(4-Nitrophenyl)propan-1-amine

HRID 1085291Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1085291
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([NH2:14])=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[BH4-].[Na+].C(O)(=O)C.CO>O1CCOCC1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][CH2:12][NH2:14])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 887MethanolHCID 4311764Sodium borohydrideHCID 135960733-(4-Nitrophenyl)propanamide

Produkt 1

HCID 144850933-(4-Nitrophenyl)propan-1-amineAusbeute 64,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

10.0 g of the amide compound and 9.5 g of sodium borohydride were suspended in 250 ml of dioxane, followed by the dropwise addition of 15 ml of acetic acid. The resultant mixture was stirred for 10 hours under reflux. The reaction mixture was added with 10 ml of methanol and then concentrated to dryness. The residue was dissolved in chloroform. The solution thus obtained was washed with water and then concentrated to dryness, thereby obtaining 6.0 g of 3-(4-nitrophenyl)propylamine as an oily substance. This compound was provided for the next reaction without any further purification.

Aufarbeitung

  1. temperatureunder reflux
  2. concentrationconcentrated to dryness
  3. dissolutionThe residue was dissolved in chloroform
  4. customThe solution thus obtained
  5. washwas washed with water
  6. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-717cd8b07f83458bb5b0252cc2cc80e0
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05008267

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