Water → 3-Benzofuranol, 2,3-dihydro-

To a mixed solution of 2,3-dihydrobenzofuran-3-one (1.0 g) in methanol (10 mL)-tetrahydrofuran (10 mL), sodium borohydride (0.28 g) was added under ice-cooling and the resultant reaction mixture was stirred at room temperature for 1 hour. To the reaction mixture, water was added and the resultant reaction mixture was extracted with ethyl acetate. The organic phase was washed with a saturated saline and was dried over anhydrous sodium sulfate. From the organic phase, the solvent was distilled off under reduced pressure and the resultant residue was purified by silica gel column chromatography (eluate: n-hexane:ethyl acetate=100:00 to 85:15) to obtain the subject compound (0.87 g) as a yellow oil.

1. temperaturecooling
2. customthe resultant reaction mixture
3. customthe resultant reaction mixture
4. extractionwas extracted with ethyl acetate
5. washThe organic phase was washed with a saturated saline
6. dry with materialwas dried over anhydrous sodium sulfate
7. distillationFrom the organic phase, the solvent was distilled off under reduced pressure
8. customthe resultant residue was purified by silica gel column chromatography (eluate: n-hexane:ethyl acetate=100:00 to 85:15)

ORD record

ord-51a39dd5fef845ce85b0136ef4873e23

Source dataset

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08455500B2