Acetic Anhydride → 3-Allyl-4-acetoxy-cinnamic acid
Reaction equation
[CH2:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][C:14]=1[OH:15])[CH:7]=[CH:8][C:9]([OH:11])=[O:10])[CH:2]=[CH2:3].[C:16](OC(=O)C)(=[O:18])[CH3:17]>[OH-].[Na+]>[CH2:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][C:14]=1[O:15][C:16](=[O:18])[CH3:17])[CH:7]=[CH:8][C:9]([OH:11])=[O:10])[CH:2]=[CH2:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
118 g (0.058 mol) of 3-allyl-4-hydroxy-cinnamic acid are dissolved in 580 ml of 2 N sodium hydroxide solution, 800 g of ice are added and 120 g (1.16 mols) of acetic anhydride are introduced dropwise over the course of 15 minutes at 0°-5° C., whilst stirring. The crystals which have precipitated are then separated off, suction-dried and recrystallised from ethyl acetate. 3-Allyl-4-acetoxy-cinnamic acid of melting point 143°-144° C. is thus obtained.