Butylamine → Trans-4-n-butylamino-1-ethyl-3-pyrrolidinol

HRID 126928Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 126928
[O:1]1[CH:6]2[CH:2]1[CH2:3][N:4]([CH2:7][CH3:8])[CH2:5]2.[CH2:9]([NH2:13])[CH2:10][CH2:11][CH3:12]>Cl>[CH2:9]([NH:13][C@@H:2]1[CH2:3][N:4]([CH2:7][CH3:8])[CH2:5][C@H:6]1[OH:1])[CH2:10][CH2:11][CH3:12]

Komponenten

4

Edukt 2

HCID 8007ButylamineHCID 13320194N-ethyl-3,4-epoxypyrrolidine

Produkt 1

HCID 70563799Trans-4-n-butylamino-1-ethyl-3-pyrrolidinol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidKatalysator

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 22.6 g (0.20 mole) of 3,4-epoxy-1-ethyl-pyrrolidine, 29.2 g (0.40 mol) of n-butylamine and one drop of conc. hydrochloric acid was heated in a bomb at 150° C. for 20 hr. The mixture was cooled to room temperature, diluted with 350 ml of petroleum ether, cooled in an ice bath and the precipitate was collected. The yield of pure compound as white flakes in this step was 18.0 g (48%); m.p. 57.5°-59.0° C. The filtrate was concentrated under high vaccum leaving a residue of 17.5 g (47%) of quite pure product. Total yield in the two steps was 35.5 g (about 95%).

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. temperaturecooled in an ice bath
  3. customthe precipitate was collected
  4. concentrationThe filtrate was concentrated under high vaccum
  5. customleaving a residue of 17.5 g (47%) of quite pure product
  6. customTotal yield in the two steps

Quellen und Nachweise

ORD-Eintrag
ord-fcd5792b438d476594c4442b5cab0aba
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254135

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