반응 #951291

반응 방정식

2-methyl-2-imidazoline

triethylamine

6-(N,N-Dimethylamino)hexanoyl chloride-hydrochloride

→

oil

수율 66.3%

6-(N,N-Dimethylamino)hexanoyl 2-methyl-2-imidazoline

수율 66.3%

용매

dichloromethane

Dichloromethane

반응 조건

후처리

1. 1
   기타equipped with a reflux condenser
2. 2
   workup.ADDITIONinternal thermometer, mechanical stirrer, addition funnel, and argon inlet
3. 3
   기타prepared
4. 4
   workup.ADDITIONis added dropwise over 45 min
5. 5
   온도The mixture is refluxed for an additional 2 h
6. 6
   여과The salts are filtered
7. 7
   세척washed with methylene chloride
8. 8
   세척The combined flitrates are washed with 5% NaHCO3 solution (3×300 mL) and water (300 mL)
9. 9
   건조After drying over MgSO4 and filtration
10. 10
    농축the organic layer is concentrated first by rotary evaporation at 50° C.
11. 11
    workup.DISTILLATIONby Kugelrohr distillation at 60°-70° C. (0.2 mm Hg)

실험 절차

Dichloromethane (400 mL), 2-methyl-2-imidazoline (56.38 g, 0.637 mol), and triethylamine (283.51 g, 2.802 mol) are placed in a 2000 mL three-necked round bottomed flask equipped with a reflux condenser, internal thermometer, mechanical stirrer, addition funnel, and argon inlet. The solution is brought to reflux and 15 min later a solution of 6-(N,N-Dimethylamino)hexanoyl chloride-hydrochloride (150 g, 0.700 mol), prepared as described in example II, dissolved in dichloromethane (300 mL) is added dropwise over 45 min. The mixture is refluxed for an additional 2 h before being cooled to room temperature. The salts are filtered and washed with methylene chloride. The combined flitrates are washed with 5% NaHCO3 solution (3×300 mL) and water (300 mL), After drying over MgSO4 and filtration, the organic layer is concentrated first by rotary evaporation at 50° C. and then by Kugelrohr distillation at 60°-70° C. (0.2 mm Hg) to give 95.20 g (66%) of an oil which solidifies on standing.

출처