Diethylamine → Trans-N,N,N',N'-tetraethyl-1,2-dimethylcyclohex-1-ene-4,5-dicarboxamide

HRID 128772Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 128772
[CH3:1][C:2]1[CH2:7][C@@H:6]([C:8]([OH:10])=O)[C@H:5]([C:11]([OH:13])=O)[CH2:4][C:3]=1[CH3:14].S(Cl)(Cl)=O.[CH2:19]([NH:21][CH2:22][CH3:23])[CH3:20]>C(OCC)C>[CH2:19]([N:21]([CH2:22][CH3:23])[C:8]([C@H:6]1[C@H:5]([C:11]([N:21]([CH2:22][CH3:23])[CH2:19][CH3:20])=[O:13])[CH2:4][C:3]([CH3:14])=[C:2]([CH3:1])[CH2:7]1)=[O:10])[CH3:20]

Komponenten

5

Edukt 3

HCID 8021DiethylamineHCID 24386Thionyl ChlorideHCID 738867trans-1,2-Dimethylcyclohexene-4,5-dicarboxylic acid

Produkt 1

HCID 67746645Trans-N,N,N',N'-tetraethyl-1,2-dimethylcyclohex-1-ene-4,5-dicarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To trans-1,2-dimethylcyclohexene-4,5-dicarboxylic acid (1.98 g 0.01 mol) heated to 80° C., was added thionyl chloride (2.38 g, 0.02 mol) over 1 hr. The mixture was kept at this temperature for a further two hours, then cooled and added dropwise to a diethyl ether solution (45 ml) of excess diethylamine (14.6 g, 0.2 mol) cooled to ice bath temperature. The solvent was removed to give the crude product as an oil which was not purified for use in the next stage.

Aufarbeitung

  1. temperaturecooled
  2. temperaturecooled to ice bath temperature
  3. customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-8bddd387f21d4a6a8aebe4fbe66f786c
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05464873

Notizen zur Reaktion

Wird geladen…