2-Methoxybenzene-1,4-diol → 2-Methoxy-1,4-benzoquinone

In a 500 mL beaker NaIO4 (Baker, used as received, 10.6 g, 49.6 mmol) was dissolved in water (distilled, 450 mL) and stirred magnetically. 2-Methoxyhydroquinone (2.2 g, 15.7 mmol) was added giving an orange solution. The mixture was stirred at rt for 1 h then extracted with CH2Cl2 (3×100 mL). The organic extract was washed with brine (1×100 mL), dried by filtering through cotton and evaporated to dryness (roto-vap) giving 2-methoxy-1,4-benzoquinone as a yellow solid (2.1 g, 97%, one spot on TLC, Rf =0.5, >95% pure by 1H NMR): mp 141°-143° C., 1H NMR (CDCl3) δ3.85 (s, 3H), 5.98 (s, 1H), 6.75 (s, 2H).

1. customgiving an orange solution
2. stirringThe mixture was stirred at rt for 1 h
3. extractionthen extracted with CH2Cl2 (3×100 mL)
4. extractionThe organic extract
5. washwas washed with brine (1×100 mL)
6. customdried
7. filtrationby filtering through cotton
8. customevaporated to dryness (roto-vap)

ORD-Eintrag

ord-782dbde2d0e74259a7abeb0fab8a7583

Quelldatensatz

uspto-grants-1998_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05708168