4-Benzyloxy-3-chloro-6-methoxy-2,5-dimethylbenzoic acid

From 4-benzyloxy-3-chloro-6-methoxy-2,5-dimethylbenzoic acid and methyl 2,4-dihydroxy-3,5,6-trimethylbenzoate with TFAA and subsequent debenzylation From 2,4-dibenzyloxy-5-chloro-3,6-dimethylbenzoate and methyl 4-hydroxy-2-methoxy-3,5,6-trimethylbenzoate with TFAA and subsequent debenzylation From 2-benzyloxy-5-chloro-4-methoxy-3,6-dimethylbenzoic acid and methyl 2,4-dihydroxy-3,5,6-trimethylbenzoate with TFAA and subsequent debenzylation... 

Preparation by hydrogenolysis of 2, 2 -bis (benzyloxy)-3,5,5 -trichloro-4, 4 -dimethoxy-6,6 -dimethylbenzo-phenone (SM) with hydrogen in the presence of 10% Pd/C in ethyl acetate containing concentrated hydrochloric acid (5 drops) (>90%) [1339]. SM was obtained by Friedel-Crafts acylation of 5-(benzyloxy)-2-chloro-3-methoxy-toluene with 2-(benzyloxy)-3,5-dichloro-4-methoxy-6-methylbenzoic acid in the presence of trifluoroacetic anhydride in refluxing ethylene dichloride for 5 h (28%). 

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See also in sourсe #XX -- [ ]

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