Lycopene synthesis
- Product Name:Lycopene
- CAS Number:502-65-8
- Molecular formula:C40H56
- Molecular Weight:536.87
![ψ,ψ-Carotene, 11,11',12,12'-tetrahydro-7,7',15-tris(phenylsulfonyl)-8,8'-bis[(tetrahydro-2H-pyran-2-yl)oxy]-](/CAS/20211123/GIF/1116695-25-0.gif)
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Yield:502-65-8 79%
Reaction Conditions:
with potassium methanolate in cyclohexane;benzene at 70 - 80; for 13 h;
Steps:
9.B
Method B: Elimination Reaction from the Compound (M-2); To a stirred suspension of the bis(tetrahydropyranyl)ether (M-2) (0.44 g, 0.38 mmol) in cyclohexane (20 mL) and benzene (10 mL) was added KOMe (0.79 g, 11.3 mmol). The mixture was heated to 7080° C. for 13 h, cooled to room temperature, and 1 M HCl (20 mL) was carefully added. The reaction mixture was extracted with a 9:1 (v:v) solution (40 mL) of hexane and benzene, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The resulting red solid was diluted with hexane (30 mL) and washed with CH3CN (10 mL×3). The combined CH3CN solution was extracted again with hexanes. The hexane layers were combined and concentrated under reduced pressure to give Lycopene of the Chemical Formula 1 (0.20 g, 0.37 mmol) in 97% crude yield. The crude product was purified by recrystallization from MeOH and THF to provide all-(E)-Lycopene (0.16 g, 0.29 mmol) in 79% yield as a dark red crystal.
References:
US2009/318732,2009,A1 Location in patent:Page/Page column 10
1116695-27-2
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