Hydrochloric Acid → HCID 131717988, compound

503 Milligrams of 1-[2,4,5-trimethoxy-3,6-bis(methoxymethoxy)phenyl]-5-[ 2,5-dimethoxy-3,6-bis(methoxymethoxy)-4-(2-methoxymethyloxyethyl)phenyl]pentane was dissolved in a mixed solvent of 5 ml of tetrahydrofuran with 5 ml of isopropanol, to this solution was added 1 millilter of tetrahydrofuran-isopropanol (1:1) solution of 20%-hydrogen chloride, and the whole mixture was stirred for 12 hours. After concentrated the reaction mixture, the residue was treated by an azeotropic distillation with benzene, then dissolved in 8 ml of methanol, further a small amount of sodium hydrogen carbonate was added thereto, and oxygen gas was blown into the solution. 2 Hours later, the solution was concentrated, and 50 ml of dichloromethane was added, then washed with water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate. After concentrated, the residue was recrystallized from diethyl ether to obtain 123 mg of 2-(2,5,6-trimethoxy)-1,4-benzoquinon-3-yl)-5-[2,5-dimethoxy-6(2-hydroxyethyl)-1,4-benzoquinon-3-yl]pentane. Yellow crystals.

1. concentrationAfter concentrated the reaction mixture
2. additionthe residue was treated by an azeotropic distillation with benzene
3. dissolutiondissolved in 8 ml of methanol
4. additionfurther a small amount of sodium hydrogen carbonate was added
5. concentration2 Hours later, the solution was concentrated
6. addition50 ml of dichloromethane was added
7. washwashed with water
8. dry with materiala saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate
9. concentrationAfter concentrated
10. customthe residue was recrystallized from diethyl ether

ORD record

ord-49a9ac83ef634dec8300119f9a6f194c

Source dataset

uspto-grants-1993_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05220042