Benzhydrylamine → 1-Benzhydrylazetidine-2-carbonitrile

HRID 46452

Reaktionsgleichung

Reaktionsgleichung von HRID 46452
Br[CH:2]([CH2:5][CH2:6]Br)[C:3]#[N:4].[CH:8]([NH2:21])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)(O)[O-].[Na+]>C(#N)C>[CH:8]([N:21]1[CH2:6][CH2:5][CH:2]1[C:3]#[N:4])([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 7036BenzhydrylamineHCID 516892Sodium BicarbonateHCID 153091472,4-Dibromobutanenitrile

Produkt 1

HCID 197720721-Benzhydrylazetidine-2-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Reflux for 18 hours, a stirred mixture of 10 g of 2,4-dibromobutyronitrile, 7.35 g of benzhydrylamine, and 7.41 g of sodium bicarbonate in 100 ml of acetonitrile. Filter off the solids and remove the acetonitrile in vacuo. Treat the residue with ether and filter out insoluble solids. Wash the ether solution first with water, then with a solution of 5.40 g of oxalic acid in 200 ml of water, and finally with brine (saturated aqueous NaCl solution). Dry the solution over anhydrous magnesium sulfate and remove solvent in vacuo. Crystallize the solid residue from methylene chloride-hexane to obtain the analytically pure title compound, m.p. 103.5°-105.0° C.

Aufarbeitung

  1. temperatureReflux for 18 hours
  2. filtrationFilter off the solids
  3. customremove the acetonitrile in vacuo
  4. additionTreat the residue with ether
  5. filtrationfilter out insoluble solids
  6. washWash the ether solution first with water
  7. dry with materialDry the solution over anhydrous magnesium sulfate
  8. customremove solvent in vacuo
  9. customCrystallize the solid residue from methylene chloride-hexane

Quellen und Nachweise

ORD-Eintrag
ord-b5b092996a8b45d7861f0944d68706fa
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04173566

Verknüpfte Notizen

Wird geladen…