Sodium Carbonate → Norbornyl 2-cyano-3,3-diphenylacrylate

HRID 2228359

Reaktionsgleichung

Reaktionsgleichung von HRID 2228359
[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]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[CH2:22]1C2C[CH:28](O)[CH:24]([CH2:25]2)[CH2:23]1.C([O-])([O-])=O.[Na+].[Na+]>>[C:1]([C:3](=[C:9]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:4]([O:6][C:7]12[CH2:28][CH:24]([CH2:23][CH2:22]1)[CH2:25][CH2:8]2)=[O:5])#[N:2]

Komponenten

4

Edukt 3

HCID 10340Sodium CarbonateHCID 790282-NorbornanolHCID 243274Etocrylene

Produkt 1

HCID 70187991Norbornyl 2-cyano-3,3-diphenylacrylateAusbeute 53,9 %

Versuchsvorschrift

55.4 g (0.2 mol) of ethyl 2-cyano-3,3-diphenylacrylate (Uvinul 3035), 100 g of norborneol and 4 g of Na2CO3 were reacted with one another at about 185° C. with distillative removal of the ethanol formed, assisted by a stream of nitrogen. After about 4 h, the reaction mixture was filtered hot in order to remove the Na2CO3. After the filtrate had been cooled, the precipitate which had formed was filtered off, washed with cyclohexane and dried, giving 37 g (53%) of norbornyl 2-cyano-3,3-diphenylacrylate [λmax=304 nm, E11 =386] 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. customthe precipitate which had formed
  7. filtrationwas filtered off
  8. washwashed with cyclohexane
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ab43598590c242b88933dd35a5902db4
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06416773B2

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