Triethylamine → 5-Nicotinoyl-Hexahydro-1H-Furo(3,4-c)Pyrrole

HRID 1283610Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1283610
Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.[CH2:11]1[CH:15]2[CH2:16][NH:17][CH2:18][CH:14]2[CH2:13][O:12]1.C(N(CC)CC)C>C1C=CC=CC=1>[C:2]([N:17]1[CH2:18][CH:14]2[CH2:13][O:12][CH2:11][CH:15]2[CH2:16]1)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 21421150Hexahydro-1H-furo[3,4-c]pyrrole2×

Produkt 1

HCID 215185445-Nicotinoyl-Hexahydro-1H-Furo(3,4-c)Pyrrole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
15 °C

Versuchsvorschrift

Nicotinoyl chloride hydrochloride, represented by formula (XII), (0.1 mole, 17.81 grams) was slowly added to a mixture of hexahydro-1H-furo(3,4-c)pyrrole, represented by formula (X), (0.1 mole, 11.3 grams), and triethylamine (0.2 mole, 20.24 grams) in 160 ml of benzene at 15°C. The reaction mixture was stirred for 1.5 hours at 15°C. and then left overnight at room temperature. The HCl salt of triethylamine was filtered and the salt was washed with benzene. The washings were combined with the filtrate and benzene was stripped under vacuum. The product, 5-nicotinoyl-hexahydro-1H-furo(3,4-c)pyrrole, represented by formula (XIII), light yellow viscous liquid, was purified by column chromatography (Alumina-eluted with methyl acetate).

Aufarbeitung

  1. waitleft overnight at room temperature
  2. filtrationThe HCl salt of triethylamine was filtered
  3. washthe salt was washed with benzene
  4. customwas purified by column chromatography (Alumina-eluted with methyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-76a60cd4b50b4fe28efe8c5fa51591bc
Quelldatensatz
uspto-grants-1976_08
Patentnummer
US03975532

Notizen zur Reaktion

Wird geladen…