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ChemicalBook CAS DataBase List 3-HYDROXY-2-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXENE-1-YL]-5-PENTYL-2,5-CYCLOHEXADIENE-1,4-DIONE

3-HYDROXY-2-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXENE-1-YL]-5-PENTYL-2,5-CYCLOHEXADIENE-1,4-DIONE synthesis

2synthesis methods
-

Yield:137252-25-6 74%

Reaction Conditions:

with potassium tert-butylate in toluene at 20; for 4 h;

Steps:

1.A Preparation Compound I.

Preparation Compound I. tBuOK (298 mg, 2.656 mmol) was added to a solution of CBD (302 mg, 0.960 mmol) in toluene (60 mL), to give a purple-colored solution. The reaction mixture was stirred at r.t., in anair-opened round bottom flask, and conversion was monitored by TLC analysis (eluent: 10% EtOAc/hexanes). After 4 h, the reaction mixture was washed with HC1 (5% aqueous solution, 100 mL) and the aqueous layer was extracted with EtOAc (30 mL) (Scheme 2). Combinedorganic layers were dried over Na2SO4 (anhydrous), filtered and concentrated. The crude residue was flash chromatographed on Si02 (020% EtOAc/hexanes), to give 234 mg of VCE004 (compound I) [brown-colored solid, yield: 74%].

References:

WO2015/158381,2015,A1 Location in patent:Page/Page column 22; 23

3-HYDROXY-2-[(1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXENE-1-YL]-5-PENTYL-2,5-CYCLOHEXADIENE-1,4-DIONE Related Search: