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

HRID 1741739

Reaktionsgleichung

Reaktionsgleichung von HRID 1741739
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH:12]=[CH:13][CH3:14].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 54233466Methyl 4-hydroxy-3-propenylbenzoate

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 (prepared by the procedure described in patent application WO91/11999) 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 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 acetone and dichloromethane
  3. customAfter removing the solvents
  4. distillationthe resulting oil was distilled under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-4222048740394ce7bc3aa7ccdba5268b
Quelldatensatz
uspto-grants-1994_08
Patentnummer
US05334598

Verknüpfte Notizen

Wird geladen…