반응 #2254193

반응 방정식

dichloromethane

6-propyloxy-1-hexanol

PDC

dichloromethane

sodium acetate

PDC

→

6-propyloxy-1-hexanal

수율 71.9%

용매

ethyl acetate

반응 조건

후처리

1. 1
   기타a 50-mL, one-necked, round-bottom flask equipped with a magnetic stirrer
2. 2
   workup.STIRRINGstirred overnight
3. 3
   기타The progress of reaction
4. 4
   기타After completion of the reaction
5. 5
   세척to elute the product from the column
6. 6
   workup.ADDITIONAll fractions containing the desired pure product
7. 7
   농축concentrated in vacuo

실험 절차

a 50-mL, one-necked, round-bottom flask equipped with a magnetic stirrer was charged with 6-propyloxy-1-hexanol (1.0 g), PDC (4.7 g), dichloromethane (10 mL), Celite (1.0 g), and sodium acetate (100 mg). The reaction mixture was stirred at room temperature under nitrogen for 5 minutes. PDC (4.70 g) was added to the reaction mixture, and stirred overnight. The progress of reaction was monitored by TLC (Note 1). After completion of the reaction, the reaction mixture was directly loaded on the column (230-400 mesh silica gel). A solvent gradient of dichloromethane in ethyl acetate (10-20%) was used to elute the product from the column. All fractions containing the desired pure product were combined and concentrated in vacuo to give pure 6-propyloxy-1-hexanal (lot D-1029-050, 710 mg, 71%). Completion of the reaction was monitored by thin layer chromatography (TLC); (eluent: 60% ethyl acetate in hexanes).

출처