Pyrrolidine → (+)-3-Pyrrolidinomethylpinane

HRID 1679611Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1679611
[CH:1]([CH:3]1[CH2:8][CH:7]2[CH2:9][CH:5]([C:6]2([CH3:11])[CH3:10])[CH:4]1[CH3:12])=O.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>C(O)=O>[N:13]1([CH2:1][CH:3]2[CH2:8][CH:7]3[CH2:9][CH:5]([C:6]3([CH3:11])[CH3:10])[CH:4]2[CH3:12])[CH2:17][CH2:16][CH2:15][CH2:14]1

Komponenten

4

Edukt 2

HCID 31268PyrrolidineHCID 108415Bicyclo[3.1.1]heptane-3-carboxaldehyde, 2,6,6-trimethyl-

Produkt 1

HCID 20361481(+)-3-PyrrolidinomethylpinaneAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

33 g of (+)-3-formylpinane, 14 g of pyrrolidine and 70 g of formic acid are heated under reflux for 12 hours. Excess formic acid is then distilled off and the residue is boiled with 150 g of 25% strength aqueous potassium hydroxide solution. The amine separates out as the upper phase and is separated off and purified by fractional distillation. 31.8 g of (+)-3-pyrrolidinomethylpinane boiling at from 125° to 127° C/5 mm Hg are obtained.

Aufarbeitung

  1. temperatureunder reflux for 12 hours
  2. distillationExcess formic acid is then distilled off
  3. customis separated off
  4. distillationpurified by fractional distillation

Quellen und Nachweise

ORD-Eintrag
ord-fc3503c96fc748a2ad0a0bfdf4a7980b
Quelldatensatz
uspto-grants-1978_03
Patentnummer
US04081477

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