反応 #464509

反応方程式

2-[6-[(3-hydroxyphenyl)methyl]-1-cyclohexen-1-yl]-4,5-diphenyloxazole

ethyl bromoacetate

potassium carbonate

→

ethyl [3-[[2-(4,5-diphenyl-2-oxazolyl)-2-cyclohexen-1-yl]methyl]phenoxy]acetate

収率 79.0%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   その他partitioned between ethyl acetate and water
2. 2
   その他The organic layer was separated
3. 3
   洗浄washed with water (twice) and brine
4. 4
   乾燥dried over magnesium sulfate
5. 5
   その他evaporated in vacuo
6. 6
   その他The oily residue was purified by column chromatography on silica gel (n-hexane--ethyl acetate (20:1))

実験手順

A suspension of 2-[6-[(3-hydroxyphenyl)methyl]-1-cyclohexen-1-yl]-4,5-diphenyloxazole (885 mg), ethyl bromoacetate (399 mg), and potassium carbonate (360 mg) in N,N-dimethylformamide was stirred at room temperature for 3 days and partitioned between ethyl acetate and water. The organic layer was separated, washed with water (twice) and brine, dried over magnesium sulfate, and evaporated in vacuo. The oily residue was purified by column chromatography on silica gel (n-hexane--ethyl acetate (20:1)) to afford ethyl [3-[[2-(4,5-diphenyl-2-oxazolyl)-2-cyclohexen-1-yl]methyl]phenoxy]acetate (847 mg) as a solid.

出典