Aniline → 1-(Phenylamino)butan-2-ol

HRID 4121

Reaktionsgleichung

Reaktionsgleichung von HRID 4121
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCOCC1.[O:14]1[CH:16]([CH2:17][CH3:18])[CH2:15]1.[F-].[K+]>O.C(Cl)Cl>[C:2]1([NH:1][CH2:15][CH:16]([OH:14])[CH2:17][CH3:18])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 6115AnilineHCID 78341,2-EpoxybutaneHCID 312751,4-DioxaneHCID 522689Potassium Fluoride

Produkt 1

HCID 140721971-(Phenylamino)butan-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Aniline, (102.3 g, 1.1 mole) was added to 50 ml of dioxane, 108 g of 1,2-epoxy butane and 1 g of potassium fluoride in 25 ml of water. The mixture heated to reflux for 30 hours. The mixture was poured into water, taken up in 200 ml of methylene chloride, dried over anhydrous magnesium sulfate and stripped under vacuum. The residue was distilled under vacuum and the product, b.p. 98°-106° C. at 0.15 mm, weighed 94 g and was 97% pure by GLPC. It was characterized by IR and NMR.

Aufarbeitung

  1. temperatureThe mixture heated
  2. temperatureto reflux for 30 hours
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe residue was distilled under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-81dc0c6c46c04f688c9e0a0ed9716418
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04723986

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