반응 #2069928

반응 방정식

ethyl acetate

Cinnamoyl chloride

5-norbornene-2-methanol

triethylamine

→

5-norbornene 2-methylcinnamate

수율 88.0%

용매

THF

THF

반응 조건

후처리

1. 1
   기타were put into a 250 ml two-neck flask
2. 2
   기타agitation was conducted in an ice-water bath at 0° C
3. 3
   workup.ADDITIONslowly added to the reactants
4. 4
   기타was conducted for an additional time of 1 hour
5. 5
   workup.ADDITIONThe solution was diluted
6. 6
   기타moved to a separatory funnel
7. 7
   세척washed with water and NaHCO3 a few times
8. 8
   workup.DISTILLATIONdistilled under reduced pressure
9. 9
   기타to remove the solvent
10. 10
    기타Purification
11. 11
    기타to obtain a product

실험 절차

After 5-norbornene-2-methanol (15 g, 0.121 mol), which was synthesized as described above, triethylamine (Aldrich, 61.2 g, 0.605 mol), and 20 ml of THF were put into a 250 ml two-neck flask, agitation was conducted in an ice-water bath at 0° C. Cinnamoyl chloride (22.1 g, 0.133 mol) was dissolved in 60 ml THF, and then slowly added to the reactants using an additional flask. After 10 min, the reactants were heated to room temperature, and agitation was conducted for an additional time of 1 hour. The solution was diluted using ethyl acetate, moved to a separatory funnel, washed with water and NaHCO3 a few times, and distilled under reduced pressure to remove the solvent. Purification was conducted using column chromatography (hexane:ethyl acetate=20:1) to obtain a product. (yield: 88%)

출처