Sodium Azide → 2-Azidocyclohexan-1-one

2-Bromocyclohexan-1-one (K. Tanemura, T. Suzuki, Y. Nishida, K. Satsumabayashi, T. Horaguchi, Chem. Commun. 2004, 470-471) (0.55 g, 3.11 mmol) was dissolved in DMSO (3 mL). Sodium azide (1.00 g, 15.5 mmol) was added, and the resulting mixture was stirred for 2 h. The solution was then diluted with water (50 mL) and extracted with diethyl ether (2×20 mL). The organic layers were combined, washed with water (2×20 mL), dried over Na2SO4(s), filtered, and concentrated under reduced pressure. The resulting oil was found to be pure by NMR analysis and was used without further purification (0.40 g, 2.87 mmol, 92% yield).

1. extractionextracted with diethyl ether (2×20 mL)
2. washwashed with water (2×20 mL)
3. dry with materialdried over Na2SO4(s)
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customwas used without further purification (0.40 g, 2.87 mmol, 92% yield)

ORD record

ord-b2d658e9da1549f999edb2c6ed7be1ac

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08350014B2