Benzylamine → Methyl 1-benzylaziridine-2-carboxylate

HRID 1670021

Reaktionsgleichung

Reaktionsgleichung von HRID 1670021
Br[CH:2]([CH2:7]Br)[C:3]([O:5][CH3:6])=[O:4].C([O-])([O-])=O.[K+].[K+].[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(#N)C>[CH2:15]([N:22]1[CH2:7][CH:2]1[C:3]([O:5][CH3:6])=[O:4])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 95428Methyl 2,3-dibromopropionate

Produkt 1

HCID 561085Methyl 1-benzylaziridine-2-carboxylateAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of methyl 2,3-dibromopropionate (92.50 g, 10.0 mmol) and K2CO3 (4.10 g 30.0 mmol) in acetonitrile (30 mL) was added dropwise benzylamine (1.20 mL, 11 mmol). After being stirred at rt for 4 h, and the reaction mixture was quenched with a saturated aqueous NH4Cl solution. The organic material was extracted with EtOAc, the extracts dried over MgSO4, concentrated in vacuo. The residue was purified by column chomatography (EtOAc/Hex 2/1) to give the title compound (1.62 g, 85%).

Aufarbeitung

  1. customthe reaction mixture was quenched with a saturated aqueous NH4Cl solution
  2. extractionThe organic material was extracted with EtOAc
  3. dry with materialthe extracts dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chomatography (EtOAc/Hex 2/1)

Quellen und Nachweise

ORD-Eintrag
ord-76632c52cb93432f9eec1ec57abd645c
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989634B2

Verknüpfte Notizen

Wird geladen…