Sodium Carbonate → 2,2,6-Trimethylcyclohexyl 2-cyano-3,3-diphenylacrylate

HRID 2228360

Reaktionsgleichung

Reaktionsgleichung von HRID 2228360
[C:1]([C:3](=[C:9]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4](OCC)=[O:5])#[N:2].C([O-])([O-])=O.[Na+].[Na+].[CH3:28][C:29]1([CH3:37])[CH2:34][CH2:33][CH2:32][CH:31]([CH3:35])[CH:30]1[OH:36]>>[C:1]([C:3](=[C:9]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:4]([O:36][CH:30]1[CH:31]([CH3:35])[CH2:32][CH2:33][CH2:34][C:29]1([CH3:37])[CH3:28])=[O:5])#[N:2]

Komponenten

4

Edukt 3

HCID 10340Sodium CarbonateHCID 243274EtocryleneHCID 125371292,2,6-Trimethylcyclohexan-1-ol

Produkt 1

HCID 184696152,2,6-Trimethylcyclohexyl 2-cyano-3,3-diphenylacrylateAusbeute 74 %

Versuchsvorschrift

55.4 g (0.2 mol) of ethyl 2-cyano-3,3-diphenylacrylate (Uvinul 3035), 100 ml of 2,2,6-trimethylcyclohexanol and 4 g of Na2CO3 were reacted with one another at 184-186° C. with distillative removal of the ethanol formed, assisted by a stream of nitrogen. After about 3 h, the reaction mixture was filtered hot in order to remove the Na2CO3. After the filtrate had been cooled, it was distilled under reduced pressure, giving 55 g (74%) of 2,2,6-trimethylcyclohexyl 2-cyano-3,3-diphenylacrylate [λmax=304 nm, E11=351] as a colorless solid.

Aufarbeitung

  1. customwith distillative removal of the ethanol
  2. customformed
  3. filtrationthe reaction mixture was filtered hot in order
  4. customto remove the Na2CO3
  5. temperatureAfter the filtrate had been cooled
  6. distillationit was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-883c05c243f44e6ababfff6e592502a2
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06416773B2

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