반응 #1573900

반응 방정식

3-aminobenzaldehyde ethylene acetal

4-chlorobenzoyl chloride

→

title compound

수율 78.0%

4-Chloro-N-(3-[1,3]dioxolan-2-yl-phenyl)-benzamide

수율 78.0%

용매

ethyl acetate

EtOAc

반응 조건

후처리

1. 1
   세척The medium is washed twice with sat. aq. NaHCO3 (100 mL) and once with brine (100 mL)
2. 2
   건조The organic layer is dried over MgSO4
3. 3
   여과filtered
4. 4
   기타evaporated
5. 5
   기타The residual oil is triturated with ethyl acetate
6. 6
   여과the resulting crystalline material is filtered

실험 절차

A solution of 3-aminobenzaldehyde ethylene acetal (10 g, 60.5 mmol) and TEA (7.35 g, 72.6 mmol) in ethyl acetate (100 mL) at 0° C. is treated dropwise with 4-chlorobenzoyl chloride (9.44 mL, 72.6 mmol) during 30 min. The reaction mixture is stirred at RT for 3 h before dilution with EtOAc. The medium is washed twice with sat. aq. NaHCO3 (100 mL) and once with brine (100 mL). The organic layer is dried over MgSO4, filtered and evaporated. The residual oil is triturated with ethyl acetate and the resulting crystalline material is filtered to give the title compound (14.33 g, 78%) as a slightly pink solid; LC-MS B: tR=0.86 min; [M+H]+=304.03.

출처