반응 #526936
ord-22676dae95144dcb8920a1d205ec03c3
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도is cooled in an ice bath
- 2기타The solvent is removed under vacuum
- 3기타chromatographed on normal phase silica gel using a gradient from hexane to a 4:1 ratio of hexane
실험 절차
A mixture of 7.3 g of 60% NaH in 190 ml of anhydrous dimethylformamide is cooled in an ice bath. To this mixture is added 22.0 g of 3-pentyloxyphenol dissolved in 50 ml of anhydrous dimethylformamide. This mixture is then stirred at room temperature for 45 minutes; 23.2 ml of ethyl 4-bromobutyrate are added; and the resultant mixture is stirred at 60° C. for 17 hours. The solvent is removed under vacuum and the residue worked up as above. The residue is flash chromatographed on normal phase silica gel using a gradient from hexane to a 4:1 ratio of hexane:ether to yield ethyl 4-(3-pentyloxyphenoxy)butyrate as a clear oil.