Benzaldehyde → 2-(Methylsulanylmethyl)-3-phenylprop-2-enal

HRID 1448115

Reaktionsgleichung

Reaktionsgleichung von HRID 1448115
[OH-].[K+].[CH:3](=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:11][S:12][CH2:13][CH2:14][CH:15]=[O:16]>CO>[CH3:11][S:12][CH2:13][C:14](=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH:15]=[O:16]

Komponenten

5

Edukt 3

HCID 240BenzaldehydeHCID 14797Potassium HydroxideHCID 18635Methional

Produkt 1

HCID 533951952-(Methylsulanylmethyl)-3-phenylprop-2-enalAusbeute 33,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Into a 100 ml three necked reaction flask equipped with stirrer, thermometer and addition funnel is charged a solution of 0.5 grams of potassium hydroxide in 10 ml methanol. Benzaldehyde (10.0 grams) is added as the mixture is cooled to 5°-10° C. Methional (10.0 grams) is then added dropwise while maintaining the reaction temperature at 5°-10° C. The mixture is then allowed to warm to room temperature and stirred for a period of 1 hour. Most of the solvent is evaporated at reduced pressure and the mixture is partitioned between water and ether. The organic layer is washed several times with water and once with saturated brine. The solvent is evaporated leaving a yellow oil which is distilled to give 6.1 grams product, boiling point 104°-111° C. (0.4 mm Hg).

Aufarbeitung

  1. additionthermometer and addition funnel
  2. temperatureis cooled to 5°-10° C
  3. temperaturewhile maintaining the reaction temperature at 5°-10° C
  4. customMost of the solvent is evaporated at reduced pressure
  5. customthe mixture is partitioned between water and ether
  6. washThe organic layer is washed several times with water
  7. customThe solvent is evaporated
  8. customleaving a yellow oil which
  9. distillationis distilled

Quellen und Nachweise

ORD-Eintrag
ord-ce33db1961e748b9a25c110cc1812494
Quelldatensatz
uspto-grants-1979_12
Patentnummer
US04179526

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