反応 #161027

反応方程式

N,N-diisopropylethylamine

L-valinol

2-(2-furanyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

→

title compound

収率 74.7%

N-[[1-[(2-Furanylcarbonyl)amino]cyclohexyl]carbonyl]-L-valinol

収率 74.7%

溶媒

methylene chloride

toluene

反応条件

後処理

1. 1
   温度the mixture was heated
2. 2
   温度under reflux for 14 hours
3. 3
   濃縮The reaction solution was concentrated under reduced pressure, ethyl acetate
4. 4
   workup.ADDITIONwas added to the residue
5. 5
   洗浄the mixture was washed with water
6. 6
   乾燥The organic layer was dried with anhydrous sodium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   workup.ADDITIONEthyl acetate was added to the residue
9. 9
   ろ過The obtained crystal was collected by filtration

実験手順

A solution of 8.81 ml (50.6 mmol) of N,N-diisopropylethylamine and 2.09 g (20.2 mmol) of L-valinol in 10 mL of methylene chloride was added to a solution of 3.71 g (16.9 mmol) of 2-(2-furanyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one in 100 ml of toluene, and the mixture was heated under reflux for 14 hours. The reaction solution was concentrated under reduced pressure, ethyl acetate was added to the residue, and the mixture was washed with water, a 10% aqueous potassium hydrogensulfate solution, a saturated aqueous sodium hydrogencarbonate solution and then saturated brine. The organic layer was dried with anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was added to the residue, and the mixture was stirred overnight. The obtained crystal was collected by filtration to obtain 4.06 g (74.7%) of the title compound.

出典