Hydrogen Peroxide → 3-(4-Phenylbutoxy)propan-1-ol

Temperatur

0 °C

A solution of Intermediate 11 (0.40 g, 2.10 mmol) in THF (5 mL) was cooled to 0° C. A 0.5 M solution of BBN (5 mL, 2.52 mmol) in THF was added, and the resulting mixture was stirred 1 hour at 0° C. and 2 hours at room temperature. A solution of 2M NaOH (1 mL) and hydrogen peroxide (1 mL, 35%) was successively added and the mixture stirred 1 hour at room temperature. The solution was then concentrated and the residue dissolved in ether (25 mL), washed with water (2×15 mL) and brine (5 mL), dried (Na2SO4) and the solvent removed under reduced pressure. Purification of the residue by column chromatography on silica gel (hexane/AcOEt, 6:1) afforded the title compound (0.24 g, 55%) as oil.

1. stirringthe mixture stirred 1 hour at room temperature
2. concentrationThe solution was then concentrated
3. dissolutionthe residue dissolved in ether (25 mL)
4. washwashed with water (2×15 mL) and brine (5 mL)
5. dry with materialdried (Na2SO4)
6. customthe solvent removed under reduced pressure
7. customPurification of the residue by column chromatography on silica gel (hexane/AcOEt, 6:1)

ORD-Eintrag

ord-24c19d371f384d62adc87bb3c575c45a

Quelldatensatz

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08242177B2