반응 #50449

반응 방정식

sec-butyllithium

2-methoxy-N,N-diethyl-benzamide

tetramethylethylenediamine

propionaldehyde

→

6-(1-hydroxyethyl)-2-methoxy-N,N-diethyl-benzamide

용매

diethyl ether

tetrahydrofuran

반응 조건

후처리

1. 1
   기타does not exceed -68° C
2. 2
   workup.ADDITIONWhen the addition
3. 3
   온도to warm slowly to room temperature
4. 4
   workup.STIRRINGis subsequently stirred for one hour
5. 5
   세척The organic phase is washed with 2N hydrochloric acid
6. 6
   건조with saturated sodium chloride solution, dried over anhydrous magnesium sulfate
7. 7
   농축concentrated by evaporation

실험 절차

13.7 ml of sec-butyllithium (1.4M in cyclohexane/isopentane) are added dropwise to a solution of 5.2 g of 2-methoxy-N,N-diethyl-benzamide and 2.91 g of tetramethylethylenediamine in 50 ml of absolute tetrahydrofuran in such a manner that the temperature does not exceed -68° C. When the addition is complete, the reaction mixture is stirred at -78° C. for a further hour and then 2.5 ml of propionaldehyde are added. The reaction mixture is allowed to warm slowly to room temperature, is subsequently stirred for one hour and is diluted with 300 ml of diethyl ether. The organic phase is washed with 2N hydrochloric acid and then with saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated by evaporation to yield 6-(1-hydroxyethyl)-2-methoxy-N,N-diethyl-benzamide in the form of a crude product.

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