Sodium Azide → HCID 11159583、化合物
反応式
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8](=[O:10])[CH3:9].[N-:11]=[N+:12]=[N-:13].[Na+]>CN(C=O)C>[C:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:11]=[N+:12]=[N-:13])(=[O:10])[CH3:9]参加物
4
反応条件
- 温度
- 80 °C
実験手順
To a 500 mL flask was added 5.0 g (32.8 mmol, 1.0 eq) of 5-chloropentylacetate and dissolved in 100 mL of DMF. Next, 2.6 g (40 mmol, 1.2 eq) of sodium azide was added by a glass pipette. A water condenser was placed onto the flask and the reaction heated to 80° C. for 16 hrs with stirring. The reaction was then cooled to room temperature and quenched with 300 mL of water to dissolve the sodium salts. The aqueous solution was extracted with diethyl ether 3×100 mL. The organic layers were combined and dried with MgSO4. The solution was filtered and concentrated under vacuum with no external heat, resulting in 5-azido-1-pentylacetate (4.46), which was carried onto the next step (described in Example 20) without further purification. 1H NMR (500 mHz, DCM): δ: d 4.08 (t, J=6.0 Hz, 2H), 3.33 (t, J=6.2 Hz, 2H), 2.06 (s, 3H), 1.66-1.47 (m, 6H)13C NMR (100 MHz, DCM): δ: 171.37, 64.58, 51.89, 29.02, 28.71, 23.73, 21.27