反応 #2069928

反応方程式

ethyl acetate

Cinnamoyl chloride

5-norbornene-2-methanol

triethylamine

→

5-norbornene 2-methylcinnamate

収率 88.0%

溶媒

THF

THF

反応条件

後処理

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

実験手順

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%)

出典