160721-29-9

Upstream product

• 22446-38-4 ethyl 3-hydroxyphenylacetate 
• 130604-43-2 ethyl 3-(benzyloxyphenyl)acetate 
• 139377-33-6 phenylmethyl 2-[3-(phenylmethoxy)phenyl]acetate 
• 1860-58-8 3-benzyloxyphenylacetic acid 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 621-37-4 m-hydroxyphenylacetic acid 

Downstream Products

• 160721-49-3 ethyl 4-<3-(benzyloxy)phenyl>-3-ethyl-3-<(triethylsilyl)oxy>butanoate 
• 160721-50-6 ethyl 3-ethyl-4-(3-hydroxyphenyl)-3-<(triethylsilyl)oxy>butanoate 
• 160721-48-2 ethyl 4-<3-(benzyloxy)phenyl>-3-ethyl-3-hydroxybutanoate 
• 62932-75-6 <3-(benzyloxy)phenyl>acetone 
• 160721-47-1 1-<3-(benzyloxy)phenyl>butan-2-one 

Relevant academic research and scientific papers

Efficient synthesis of 1-Benzyloxyphenyl-3-phenylacetones

1-[(Benzyloxy)phenyl]-3-phenylacetones 1a-c have been conveniently synthesized by acylation of the PhCH2Li-DABCO complex with their respective N-methyl O-methyl hydroxamates 5a-c. In four steps, ketones 1a-c having ortho-, meta- and para-benzyloxy substituents were obtained in 42-51% overall yields from commercially available 2-(hydroxyphenyl)acetic acids.

Regioselective synthesis of 1,8-dihydroxytetralins through a tandem reduction/intramolecular hydroxyalkylation of 4-(3-hydroxyphenyl)alkanoates

A series of 4-(3-hydroxyphenyl)butanoates 3 has been prepared and transformed into 1,8-dihydroxytetralins of general formula 2 by treatment with 2 equivalents of DIBALH followed by quenching with aqueous NH4Cl. A possible mechanism for this novel totally regioselective intramolecular hydroxyalkylation is suggested and the factors affecting the stability of 1,8-dihydroxytetralins 2 are also discussed.