Reaktion #6024

Reaktionsgleichung

methyl 4-hydroxy-3-propenylbenzoate

potassium carbonate

allyl bromide

→

title compound

Ausbeute 87.0%

methyl 3-(2-propen-1-yl)-4-(2-propen-1-yloxy)benzoate

Ausbeute 87.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered through Celite
2. 2
   Waschenthe filter cake was washed with more acetone and dichloromethane
3. 3
   SonstigeAfter removing the solvents
4. 4
   workup.DISTILLATIONthe resulting oil was distilled under high vacuum

Vorschrift

A solution of 3.04 g (15.8 mmol) of methyl 4-hydroxy-3-propenylbenzoate (Example 42, 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.

Quelle