54299-57-9

Usage

Preparation

Preparation by reaction of benzyl chloride with 2,3-di-hydroxy-4,6-dimethoxyacetophenone in the presence of potassium carbonate and potassium iodide in refluxing acetone (56%).

Upstream product

• 100-44-7 benzyl chloride 
• 21919-66-4 2,30dihydroxy-4,6-dimethoxyacetophenone 
• 89456-13-3 2,3-bis(benzyloxy)-4,6-dimethoxyacetophenone 

Downstream Products

• 89456-22-4 4-Benzyloxy-benzoic acid 2-acetyl-6-benzyloxy-3,5-dimethoxy-phenyl ester 
• 89456-27-9 3,4,5-Trimethoxy-benzoic acid 2-acetyl-6-benzyloxy-3,5-dimethoxy-phenyl ester 
• 89456-21-3 4-Methoxy-benzoic acid 2-acetyl-6-benzyloxy-3,5-dimethoxy-phenyl ester 
• 89456-23-5 3,4-Dimethoxy-benzoic acid 2-acetyl-6-benzyloxy-3,5-dimethoxy-phenyl ester 
• 89456-19-9 1-(3-Benzyloxy-2-hydroxy-4,6-dimethoxy-phenyl)-3-(3,4-bis-benzyloxy-phenyl)-propane-1,3-dione 
• 89456-33-7 8-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5,7-dimethoxy-chromen-4-one 
• 89456-17-7 1-(3-Benzyloxy-2-hydroxy-4,6-dimethoxy-phenyl)-3-(4-benzyloxy-3-methoxy-phenyl)-propane-1,3-dione 
• 89456-18-8 1-(3-Benzyloxy-2-hydroxy-4,6-dimethoxy-phenyl)-3-(3-benzyloxy-4-methoxy-phenyl)-propane-1,3-dione 
• 89456-32-6 8-Benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5,7-dimethoxy-chromen-4-one 
• 89456-31-5 8-Benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5,7-dimethoxy-chromen-4-one 
• 89456-20-2 1-(3-Benzyloxy-2-hydroxy-4,6-dimethoxy-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propane-1,3-dione 
• 89456-15-5 1-(3-Benzyloxy-2-hydroxy-4,6-dimethoxy-phenyl)-3-(4-benzyloxy-phenyl)-propane-1,3-dione 
• 89456-29-1 8-Benzyloxy-2-(4-benzyloxy-phenyl)-5,7-dimethoxy-chromen-4-one 
• 89456-34-8 8-Benzyloxy-5,7-dimethoxy-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one 

Relevant academic research and scientific papers

Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. VI. Demethylation of 8-Hydroxy-5,7-dimethoxyflavones with Anhydrous Aluminum Chloride or Bromide in Acetonitrile

The demethylation of seven 8-hydroxy-5,7-dimethoxyflavones with anhydrous aluminum chloride or bromide in acetonitrile was studied and the following results were obtained. (1) Anhydrous aluminum chloride in acetonitrile selectively split the 5-methoxyl group without cleavage of the 7-methoxyl group, and seven 5,8-dihydroxy-7-methoxy-flavones were quantitatively synthesized by the demethylation. (2) In the demethylation with anhydrous aluminum bromide, the 5- and 7-methoxyl groups on 4',5,7-trimethoxy- and 3',4',5,7-tetramethoxy-8-hydroxyflavone were selectively split to give the corresponding 5,7,8-trihydroxyflavones in good yield.However, the demethylation was not accessible to the synthesis of 5,7,8-trihydroxy-3',4',5'-trimethoxyflavone, 4',5,7,8-tetrahydroxy-3'-methoxy-, and 3',5,7,8-tetrahydroxy-4'-methoxyflavone, because of the cleavage of the methoxyl groups on the B ring.The synthesized flavones were employed for the identification of the two natural flavones, which were proposed to be 4',5,8-trihydroxy-7-methoxyflavone and 4',5,8-trihydroxy-3',7-dimethoxyflavone.The former, salvitin, was revised to 4',5,7-trihydroxy-6-methoxyflavone and the latter seemed to be 4',5,7-trihydroxy-3',8-dimethoxyflavone.