4,4'-SULFONYLDIPHENOL synthesis
- Product Name:4,4'-SULFONYLDIPHENOL
- CAS Number:46765-03-1
- Molecular formula:C12H10O4S
- Molecular Weight:250.27
591-20-8
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Yield: 59%
Reaction Conditions:
with potassium pyrosulfite;palladium diacetate;N-ethyl-N,N-diisopropylamine;tri tert-butylphosphoniumtetrafluoroborate in N,N-dimethyl-formamide at 100; for 20 h;Inert atmosphere;
Steps:
Typical procedure for synthesis of symmetrical diaryl sulfones
General procedure: K2S2O5 (33.3 mg, 0.150 mmol, 0.75 equiv), Pd(OAc)2 (4.5 mg, 20.0 μmol, 10 mol%), P(t-Bu)3HBF4 (11.6 mg, 40.0 μmol, 20 mol%), and 4-iodoanisole (93.6 mg, 0.400 mmol, 2.0 equiv)were added into a screw-capped 10-mL test tube containing a magnetic stirring bar. The tube wascapped with a septum, evacuated, and backfilled with Ar three times. DMF (0.40 mL) and iPr2NEt(77.5 mg, 0.600 mmol, 3.0 equiv) were added to the tube. The septum was replaced with a screwcap. The tube was warmed to 100 °C in an oil bath and stirred for 20 h. The reaction mixture wascooled to rt, diluted with EtOAc, washed with H2O and brine, dried over Na2SO4, filtered, andconcentrated. The residue was purified by preparative TLC (SiO2, hexane/CHCl3 = 1/3) to afford2 (44.7 mg, 0.161 mmol, 81%).
References:
Tanaka, Hiromichi;Konishi, Hideyuki;Manabe, Kei [Chemistry Letters,2019,vol. 48,# 8,p. 760 - 763] Location in patent:supporting information
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