3,4,5-Trimethoxybenzaldehyde → Tetrahydro-3,5-bis[(3,4,5-trimethoxyphenyl)methylene]-4H-pyran-4-one

HRID 65672

Reaktionsgleichung

Reaktionsgleichung von HRID 65672
[O:1]1[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]1.[CH3:8][O:9][C:10]1[CH:11]=[C:12]([CH:15]=[C:16]([O:20][CH3:21])[C:17]=1[O:18][CH3:19])[CH:13]=O>CCO.Cl>[CH3:8][O:9][C:10]1[CH:11]=[C:12]([CH:13]=[C:3]2[C:4](=[O:7])[C:5](=[CH:13][C:12]3[CH:15]=[C:16]([O:20][CH3:21])[C:17]([O:18][CH3:19])=[C:10]([O:9][CH3:8])[CH:11]=3)[CH2:6][O:1][CH2:2]2)[CH:15]=[C:16]([O:20][CH3:21])[C:17]=1[O:18][CH3:19]

Komponenten

5

Edukt 2

HCID 68583,4,5-TrimethoxybenzaldehydeHCID 121599Tetrahydro-4H-pyran-4-one

Produkt 1

HCID 2740872Tetrahydro-3,5-bis[(3,4,5-trimethoxyphenyl)methylene]-4H-pyran-4-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 6.0 g (0.06 mole) of tetrahydro-4H-pyran-4-one and 25 g (0.127 mole) of 3,4,5-trimethoxybenzaldehyde in 75 ml of EtOH and 10 ml of concentrated HCl is stirred and heated at reflux for 3 hours. The product gradually precipitates from the cooled solution. The yield of yellow crystals is 12.0 g (44%), m.p. 187°-189°.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. customThe product gradually precipitates from the cooled solution

Quellen und Nachweise

ORD-Eintrag
ord-48d5a20802204161ac721fb022201aab
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04128648

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