반응 #219892

반응 방정식

pyridine

tetrahydrofuran

2,4-pentanediol

pyridine

tetrahydrofuran

cinnamyl chloride

benzoyl chloride

→

2,4-pentanediol monobenzoate monocinnamate

수율 89.0%

반응 조건

후처리

1. 1
   온도The reaction was heated
2. 2
   온도refluxing for 4 hours
3. 3
   온도cooled
4. 4
   workup.STIRRINGwith stirring
5. 5
   온도The reaction was heated
6. 6
   온도refluxing for 4 hours
7. 7
   온도cooled
8. 8
   workup.ADDITIONadded 20 ml saturated saline
9. 9
   추출The reaction mixture was extracted with ethyl acetate
10. 10
    건조the extract was dried over anhydrous sodium sulfate
11. 11
    여과filtered
12. 12
    기타After removing solvent
13. 13
    기타the crude was purified by column chromatography

실험 절차

To 0.03 mol 2,4-pentanediol were added 30 ml tetrahydrofuran and 0.04 mol pyridine, then added 0.03 mol benzoyl chloride with stirring. The reaction was heated refluxing for 4 hours, cooled. Then to the reaction were added 20 ml tetrahydrofuran and 0.05 mol pyridine, followed by 0.04 mol cinnamyl chloride with stirring. The reaction was heated refluxing for 4 hours, cooled and added 20 ml saturated saline. The reaction mixture was extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate, filtered. After removing solvent, the crude was purified by column chromatography to give 2,4-pentanediol monobenzoate monocinnamate as a colorless liquid. The yield was 89%. 1HNMR: δ (ppm) 0.8-1.4(8H, m, CH3), 1.9-2.1(1H, m, CH), 5.1-5.3(2H, m, CH linked to ester radical), 6.2-8.0(12H, m, ArH and ═CH—)

출처