تفاعل #219892

معادلة التفاعل

pyridine

tetrahydrofuran

2,4-pentanediol

pyridine

tetrahydrofuran

cinnamyl chloride

benzoyl chloride

→

2,4-pentanediol monobenzoate monocinnamate

المردود 89.0%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction was heated
2. 2
   درجة الحرارةrefluxing for 4 hours
3. 3
   درجة الحرارةcooled
4. 4
   workup.STIRRINGwith stirring
5. 5
   درجة الحرارةThe reaction was heated
6. 6
   درجة الحرارةrefluxing for 4 hours
7. 7
   درجة الحرارةcooled
8. 8
   workup.ADDITIONadded 20 ml saturated saline
9. 9
   استخلاصThe reaction mixture was extracted with ethyl acetate
10. 10
    تجفيفthe extract was dried over anhydrous sodium sulfate
11. 11
    ترشيحfiltered
12. 12
    أخرىAfter removing solvent
13. 13
    أخرىthe crude was purified by column chromatography

الإجراء التجريبي

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—)

المصدر