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4,4'-(Propane-1,3-diyl)diphenol synthesis

6synthesis methods
-

Yield:-

Reaction Conditions:

with boron tribromide in dichloromethane at -78; for 0.5 h;Inert atmosphere;

Steps:

3.3 Stage 3.3

1-methoxy-4-[3-(4-methoxyphenyl)propyl] benzene (8.50 g, 33.16 mmol), to dry dichloromethane (211.75 mL, 3.32 mol), dissolved under nitrogen, ool to -78 °C using acetone / dry ice bath. Boron tribromide in dichloromethane 1M (99.48 mL, 0.10 mol, 3.00 eq) dropwise. The mixture is stirred at -78 °C. for 30 min, then allowed to warm to room temperature. The reaction is cooled to -78 °C. Methanol (50 mL) was added, warm to room temperature. The solvent was evaporated, The crude product is purified by column chromatography on silica gel using dichloromethane / ethyl acetate (0 to 50%). The pure product was purified by flash chromatography as a beige solid.

References:

JP2018/505143,2018,A Location in patent:Paragraph 0218; 0221