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ChemicalBook CAS DataBase List Menaquinone 7

Menaquinone 7 synthesis

8synthesis methods
-

Yield:2124-57-4 80%

Reaction Conditions:

with ammonium cerium (IV) nitrate in water;acetonitrile at 20; for 4.08333 h;

Steps:

20 Example 20. Synthesis of Vitamin K2-7

Example 20. Synthesis of Vitamin K2-7 [0095] [0096] To a solution of 2-(3,7,11,15,19,23,27-Heptamethyl-octacosa-2,6,10,14,18,22,26-heptaenyl)-1,4-dimethoxy-3-methyl-naphthalene (Sch. 15. IV) (0.68, 0.001 mol) in acetonitrile (5 ml) was added an aqueous solution of ceric ammonium nitrate (1.1 g, 0.002 mol) portion wise over 5 min. The resultant reaction mixture was stirred at room temperature for 4 hours at which time the TLC indicated the completion of the reaction. All contents of the reaction flask were transferred to a separatory funnel containing chloroform (15 ml). The organic layer was washed with water (2 x 5 ml) and the aqueous layers were combined and extracted with chloroform (5 ml). The organic layers were combined, washed with brine (5 ml), dried over MgSO4, filtered and removed under vacuum to obtain vitamin K2-7 (0.52 g, 80% yield). 1HNMR(400 MHz, CDCl3) δ 8.05 (m, 2H), 7.64 (m, 2H), 5.05 (m, 7H), 3.35 (d, 2H, J = 7.0 Hz), 2.16 (s, 3H), 2.05 (m, 24H), 1.77 (s, 3H), 1.65 (s, 3H), 1.57 (s, 12 H), 1.53 (s, 6H).

References:

EP2868658,2015,A1 Location in patent:Paragraph 0095-0096

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