反应详情

温度

80 °C

To a solution of 4-(bromomethyl)-1,2-dichlorobenzene (2 g, 8.3 mmol), in DMF (30 mL) was added sodium azide (0.65 g, 1.2 eq). The reaction was stirred at 80° C. for 3 hours. The solvent was then evaporated and the residue was dissolved in DCM and washed with water. The organic phase was dried over sodium sulphate and the solvent was evaporated. The crude azido compound was dissolved in ethanol (100 mL) and ethyl 2-propynoate (1 mL, 1.2 eq) was added. The reaction was stirred to reflux for 24 hours. The reaction was not completed and 0.3 mL of ethyl 2-propynoate was added and the reaction was stirred to refleux for more 24 hours. Ethanol was evaporated and the reaction was dissolved in DCM and washed with water, dried over sodium sulphate and concentrated in vacuo. Purification by flash chromatography eluting with DCM and DCM/MeOH 99/1 gave the title compound as a white solid (1.5 g, 60%). LC/MS: m/z 300 (M+H)+. Rt: 3.12 min.

1. customThe solvent was then evaporated
2. dissolutionthe residue was dissolved in DCM
3. washwashed with water
4. dry with materialThe organic phase was dried over sodium sulphate
5. customthe solvent was evaporated
6. dissolutionThe crude azido compound was dissolved in ethanol (100 mL)
7. stirringThe reaction was stirred
8. temperatureto reflux for 24 hours
9. stirringthe reaction was stirred
10. waitto refleux for more 24 hours
11. customEthanol was evaporated
12. dissolutionthe reaction was dissolved in DCM
13. washwashed with water
14. dry with materialdried over sodium sulphate
15. concentrationconcentrated in vacuo
16. customPurification by flash chromatography
17. washeluting with DCM and DCM/MeOH 99/1