Water → 5-Bromo-2,3-dihydro-1-benzofuran

To a solution of 2,3-dihydrobenzofuran (15.0 g, 125 mmol) in tetrahydrofuran (300 mL) was added N-bromosuccinimide (24.5 g, 138 mmol) at 0° C. The reaction solution was stirred at room temperature for 50 minutes, then, water was added, the solution was extracted with ethyl acetate, and the organic layer was washed with brine. Anhydrous magnesium sulfate was added to the organic layer for drying, which was then filtered, the filtrate was concentrated in vacuo, the residue was purified by NH silica gel column chromatography (hexane), and the title compound (24.0 g, 97%) was obtained as a colorless oily substance.

1. extractionthe solution was extracted with ethyl acetate
2. washthe organic layer was washed with brine
3. additionAnhydrous magnesium sulfate was added to the organic layer
4. customfor drying
5. filtrationwhich was then filtered
6. concentrationthe filtrate was concentrated in vacuo
7. customthe residue was purified by NH silica gel column chromatography (hexane)

ORD record

ord-cf44cb3dfaee47bf950ec74e0b6ba93d

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07932272B2