Propionic Acid → Methyl 4-methyl-3-phenyl-4-pentenoate

HRID 2387593Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2387593
[C:1]1([CH:7]=[C:8]([CH3:11])[CH2:9]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12](OC)([O:16][CH3:17])([O:14]C)[CH3:13].C(O)(=O)CC>>[CH3:11][C:8](=[CH2:9])[CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:13][C:12]([O:16][CH3:17])=[O:14]

Komponenten

4

Edukt 3

HCID 1032Propionic AcidHCID 15050Trimethyl orthoacetateHCID 5608792-Methyl-3-phenyl-2-propen-1-ol

Produkt 1

HCID 58435475Methyl 4-methyl-3-phenyl-4-pentenoateAusbeute 122,4 %

Versuchsvorschrift

3-Phenyl-2-methyl-2-propen-1-ol (50 g, 0.32 mol) and trimethyl orthoacetate (263 g, 2.2 mol) were heated together in the presence of propionic acid (0.3 ml) in a bath at 145° C. for 6 hours, while distilling the methanol formed during the reaction. After removing the residual methanol and the excess orthoacetate under vacuum, the product was purified by distillation through a 20-cm Widmer column. 80 g of the desired product were obtained (yield=78%). B.P.=55° C./0.001 mbar

Aufarbeitung

  1. distillationwhile distilling the methanol
  2. customformed during the reaction
  3. customAfter removing the residual methanol
  4. distillationthe excess orthoacetate under vacuum, the product was purified by distillation through a 20-cm Widmer column

Quellen und Nachweise

ORD-Eintrag
ord-f78e0917eddb4705baa2a372f5aa8750
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268895B2

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