tert-Butanol → HCID 86684754, compound

To a solution of 2 (2.7 g, 16.2 mmol) in t-butanol (80 mL) and H2O (80 mL), AD-mix-beta (27.8 g) was added portion wise at 5° C. The reaction was slowly warmed to room temperature and further stirred at this temperature for 16 hrs. The reaction mixture was cooled down to 5° C. and then quenched by adding excess sodium sulfite and stirred for 20 min. The resulting mixture was diluted with water (100 mL) and extracted with ethyl acetate (100 mL×2). The organic layers were combined which was washed with brine, dried over Na2SO4, and concentrated. The obtained residue was chromatographed on silica gel eluted with hexane/ethyl acetate (20%-100%) to afford 3.2 g (98%) of 3 as a colorless oil which was slowly solidified.

1. temperatureThe reaction mixture was cooled down to 5° C.
2. customquenched
3. additionby adding excess sodium sulfite
4. stirringstirred for 20 min
5. additionThe resulting mixture was diluted with water (100 mL)
6. extractionextracted with ethyl acetate (100 mL×2)
7. washwas washed with brine
8. dry with materialdried over Na2SO4
9. concentrationconcentrated
10. customThe obtained residue was chromatographed on silica gel
11. washeluted with hexane/ethyl acetate (20%-100%)

ORD record

ord-4f80ae91160045e991d6a37cb2db49ea

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08921373B2