Allyl bromide → 4-Allyloxy-3-allylbenzoic acid methyl ester

HRID 1492601

Reaktionsgleichung

Reaktionsgleichung von HRID 1492601
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH2:12][CH:13]=[CH2:14].C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[CH:22]=[CH2:23]>CC(C)=O>[CH2:12]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[O:1][CH2:23][CH:22]=[CH2:21])[C:6]([O:8][CH3:9])=[O:7])[CH:13]=[CH2:14]

Komponenten

5

Edukt 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 939882Methyl 3-allyl-4-hydroxybenzoate

Produkt 1

HCID 112417484-Allyloxy-3-allylbenzoic acid methyl esterAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of 3.04 g (15.8 mmol) of methyl 4-hydroxy-3-propenylbenzoate (Example 7, Step B) was refluxed with anhydrous potassium carbonate (4.37 g, 2 equiv) and allyl bromide (3.5 mL. 2.5 equiv) in acetone overnight. The mixture was filtered through celite and the filter cake was washed with more acetone and dichloromethane. After removing the solvents, the resulting oil was distilled under high vacuum to give 3.2 g (87%) of the title compound.

Aufarbeitung

  1. filtrationThe mixture was filtered through celite
  2. washthe filter cake was washed with more acetone and dichloromethane
  3. customAfter removing the solvents
  4. distillationthe resulting oil was distilled under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a9313012b2f845a988c69a43cfbde043
Quelldatensatz
uspto-grants-1994_12
Patentnummer
US05374638

Verknüpfte Notizen

Wird geladen…