Water → 4-Methoxyresorcinol

To a solution of 4-(formyloxy)-2-methoxyphenyl acetate (16 g, 76 mmol) in THF (50 mL)/H2O (50 mL) was added LiOH (7.7 g, 184.2 mmol). The reaction was stirred at room temperature overnight. The volatiles were removed under reduced pressure. The residue was extracted with EA (50 mL×3). The organic phase was washed with brine (50 mL), dried over Na2SO4, filtrated and concentrated in vacuo to give black oil, which was purified by silica gel column (PE:EA=3:1) to afford 4.8 g of product (40%) as a brown solid.

1. customThe volatiles were removed under reduced pressure
2. extractionThe residue was extracted with EA (50 mL×3)
3. washThe organic phase was washed with brine (50 mL)
4. dry with materialdried over Na2SO4
5. filtrationfiltrated
6. concentrationconcentrated in vacuo
7. customto give black oil, which
8. customwas purified by silica gel column (PE:EA=3:1)

ORD record

ord-3677ef16c4504ba28f17d096acf43e67

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08481590B2