反応 #89801

反応方程式

2-pyrrolidinone

ethyl acetate

potash

2-pyrrolidinone

bromododecane

→

N-dodecylpyrrolidin-2-one

収率 80.0%

溶媒

water

cyclohexane

toluene

反応条件

後処理

1. 1
   温度cooling
2. 2
   その他The aqueous and organic phases are separated
3. 3
   抽出the aqueous phase is extracted once with diethylether (60 mL)
4. 4
   乾燥dried over Na2SO4
5. 5
   ろ過filtered
6. 6
   濃縮concentrated
7. 7
   workup.DISTILLATIONAfter vacuum distillation (146° C.-0.5 mbars)

実験手順

Step A is conducted by adding tetrabutylammonium bromide (950 mg-3 mmol-0.05 eq.) and powder potash (23.1 g-411 mmol-7 eq.) under agitation to a solution of 2-pyrrolidinone (5.00 g-58.8 mmol) and bromododecane (18.5 mL, 76.4 mmol, 1.3 eq.) in toluene (60 mL). The mixture is heated to 50° C. overnight. After disappearance of the 2-pyrrolidinone (verified by TLC using a 4:1 v/v mixture of ethyl acetate and cyclohexane, and phosphomolybdic acid for detection) and cooling, 60 mL of water is added and the mixture left under agitation for a further 15 minutes. The aqueous and organic phases are separated and the aqueous phase is extracted once with diethylether (60 mL). The organic phases are combined, dried over Na2SO4, filtered and concentrated. After vacuum distillation (146° C.-0.5 mbars), N-dodecylpyrrolidin-2-one is obtained (Yield: 80%) for which the 1H and 13C NMR characterisations are as follows:

出典