反应详情

To a stirred solution of 5.0 grams (0.034 mole) of sodium benzoate in 100 ml of dimethylformamide was added 5.2 grams (0.031 mole) of 3-chloro-1,1-diethoxypropane. Upon completion of addition, the reaction mixture was warmed to reflux where it stirred for four hours. After this time the reaction mixture was cooled to ambient temperature and was filtered to remove a solid. The filtrate was diluted with water, and the mixture was extracted with diethyl ether. The combined extracts were dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residual oil. The nmr spectrum indicated the presence of solvents. The oil was redissolved in diethyl ether and washed with water. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residual oil. The oil was evacuated under high vacuum yielding 6.3 grams of 3-ethoxy-4-oxahexyl benzoate. The nmr spectrum was consistent with the proposed structure.

1. additionUpon completion of addition
2. temperaturethe reaction mixture was warmed
3. temperatureto reflux where it
4. filtrationwas filtered
5. customto remove a solid
6. additionThe filtrate was diluted with water
7. extractionthe mixture was extracted with diethyl ether
8. dry with materialThe combined extracts were dried with magnesium sulfate
9. filtrationfiltered
10. concentrationThe filtrate was concentrated under reduced pressure to a residual oil
11. dissolutionThe oil was redissolved in diethyl ether
12. washwashed with water
13. dry with materialThe organic layer was dried with magnesium sulfate
14. filtrationfiltered
15. concentrationThe filtrate was concentrated under reduced pressure to a residual oil
16. customThe oil was evacuated under high vacuum