Nitric Acid → 9-Bromononanoic Acid

Temperature

0 °C

9-Bromo-1-nonanol (4 g, 18 mmol) was placed in a flask, cooled on an ice bath, and concentrated nitric acid (40 mL) was slowly added. The solution was stirred at 0° C. for 30 minutes then allowed to warm to room temperature and stirring continued overnight. The solution was poured onto ice and extracted with DCM (3×150 mL). The combined extracts were washed with water (3×150 mL) and the solvent then removed in vacuo to give an oil 3.82 g (94%);

1. temperaturecooled on an ice bath
2. temperatureto warm to room temperature
3. stirringstirring continued overnight
4. additionThe solution was poured onto ice
5. extractionextracted with DCM (3×150 mL)
6. washThe combined extracts were washed with water (3×150 mL)
7. customthe solvent then removed in vacuo

ORD record

ord-8494c73fe223425d87f639cb66c9db14

Source dataset

uspto-grants-1998_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05767088