Hydrochloric Acid → 2-(4-t-Butylphenyl)-3-hydroxy-4-formylthiophene

To 2-(4-t-butylphenyl)-3-methoxymethyloxy-4-formylthiophene (0.20 g, 0.66 mmol) in 1,4-dioxane (1.3 mL), 1 M hydrochloric acid (0.66 mL, 0.66 mmol) was added dropwise, and the reaction solution was stirred at 65° C. for 1 hour and at 80° C. for 1 hour. After addition of water, the reaction solution was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (chloroform) to give the desired product as a reddish brown oil (0.12 g, yield 68%).

1. extractionthe reaction solution was extracted with ethyl acetate
2. washthe organic layer was washed with saturated aqueous sodium chloride
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated
5. custompurified by silica gel column chromatography (chloroform)

ORD record

ord-002914a99a9b4794bd857eaa68152cb4

Source dataset

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07576115B2