Diethyl Ether → N-(6,6-dimethylbicyclo[3.1.1]hept-2-yl)-2-propenamide

HRID 1614534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1614534
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].C([N:8]([CH2:11][CH3:12])CC)C.[C:13]12(N)[CH2:19][CH:17]([CH2:18]1)[CH2:16][CH2:15]C2.[CH2:21](OCC)C>>[CH3:21][C:16]1([CH3:15])[CH:12]2[CH2:18][CH:17]1[CH2:19][CH2:13][CH:11]2[NH:8][C:1](=[O:4])[CH:2]=[CH2:3]

Komponenten

5

Edukt 4

HCID 3283Diethyl Ether2×HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 15730006Bicyclo[3.1.1]heptan-1-amine

Produkt 1

HCID 19795927N-(6,6-dimethylbicyclo[3.1.1]hept-2-yl)-2-propenamide

Versuchsvorschrift

Following the procedure of Example 3, a solution of acryloyl chloride (4.05 ml, 0.05 mole) in ethyl ether (50 ml) was added dropwise to a cold 5° C. mixture of triethylamine (15.3 ml, 0.11 mole) and norpinylamine (6.96 g, 0.05 mole) in ethyl ether (400 ml). The reaction was allowed to warm to room temperature and stirred for 72 hours. The light tan solid was filtered and washed well with ethyl ether. The solvent and triethylamine were removed, leaving the title product as an oily solid. The structure was confirmed by NMR. Analysis calc. for C12H19NO(193.28):

Aufarbeitung

  1. filtrationThe light tan solid was filtered
  2. washwashed well with ethyl ether
  3. customThe solvent and triethylamine were removed

Quellen und Nachweise

ORD-Eintrag
ord-1b5802e1ed2446b19941757780207a77
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05198435

Notizen zur Reaktion

Wird geladen…