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ChemicalBook CAS DataBase List FLLL31
52328-97-9

FLLL31 synthesis

4synthesis methods
-

Yield: 85%

Reaction Conditions:

with potassium carbonate in dimethyl sulfoxide at 25; for 24 h;

Steps:

Synthesis of compound with Formula 2
Potassium carbonate (K2003) (1 .74 g, 12.6mmol) was added to a solution of (1 E,6E)-1,7-bis(3,4-dimethoxyphenyl) hepta-1,6-diene-3,5-dione (ig, 2.52 mmol) in anhydrousdimethylsulfoxide (DMSO) (5 ml), followed by iodomethane (Mel) (0.79m1, 12.6mmol)and the mixture stirred at room temperature (25 00) for 24 hour. At this time, TLC [(30pL aliquot into saturated NaCI:EA (400 pL:400 pL); eluting with EA:hexane (45:55)]showed the formation of a major product. The mixture was stirred for an additional 24hours and partitioned between EA (30 ml) and saturated sodium chloride (NaCI) (30ml). The organic layer was dried with Na2SO4, filtered and the solvents removed underreduced pressure to give an orange oil (1 .2 g). The crude product was purified by FCon silica gel eluting with EA:hexane (45:55) to give pure product Formula 2 as a paleyellow solid (895 mg, 85%). HPLC-UV showed >97% purity; LC-MS (ESI+) showedexpected mass [M+H]+ 425.4 (100%); 1H NMR (60 MHz, ODd3), 7.64 (2H, d), 6.71-7.22 (6H, m), 6.58 (2H, d), 3.89 (6H, s), 3.84 (6H, s), 1.43 (6H, s).

References:

UNILEVER N.V.;UNILEVER PLC;CONOPCO, INC., D/B/A UNILEVER;EVANS, Richard, Livesey;HARDING, Clive, Roderick;HARICHAN, Bijan;ROSA, Jose, Guillermo;ZHOU, Luxian WO2018/149578, 2018, A1 Location in patent:Page/Page column 16; 17

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