Sodium Azide → 8-Azido-1-octanol

Temperature

90 °C

8-Bromo-octan-1-ol (2.61 g, 12.5 mmol) was dissolved in Dmf (30 mL) and sodium azide (0.89 g, 13.75 mmol) was added. The reaction was heated to 90° C. and stirred overnight. The solution was then cooled to room temperature and poured onto ice. The aqueous was extracted with DCM (3×200 mL) and the combined extracts were washed with brine (2×200 mL), then dried over MgSO4. The solution was filtered and the solvent was removed in vacuo to give a yellow oil, 1.99 g (93% yield);

1. additionwas added
2. temperatureThe solution was then cooled to room temperature
3. additionpoured onto ice
4. extractionThe aqueous was extracted with DCM (3×200 mL)
5. washthe combined extracts were washed with brine (2×200 mL)
6. dry with materialdried over MgSO4
7. filtrationThe solution was filtered
8. customthe solvent was removed in vacuo
9. customto give a yellow oil, 1.99 g (93% yield)

ORD record

ord-13f08fbe10ac490eafc471192e4baae6

Source dataset

uspto-grants-1998_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05767088