반응 #2355141

반응 방정식

sodium bicarbonate

formaldehyde

N′-[(2-chlorophenyl)(4-chlorophenyl)methyl]piperazine

4-chloroindole

→

N-(4-chloroindol-3-ylmethyl)-N′-[(4-chlorophenyl)(2-chlorophenyl)methyl]piperazine

용매

acetic acid

dioxane

dioxane

반응 조건

후처리

1. 1
   workup.ADDITIONUpon completion of the addition the reaction mixture
2. 2
   온도The reaction mixture was then cooled to 0° C.
3. 3
   추출extracted with two portions of diethyl ether
4. 4
   세척The combined extracts were washed with an aqueous saturated sodium chloride solution
5. 5
   건조dried with sodium sulfate
6. 6
   기타yielding 0.6 gram of crude material
7. 7
   기타The crude material was purified by preparative TLC
8. 8
   세척Elution
9. 9
   농축concentrated under reduced pressure

실험 절차

A stirred solution of 0.4 gram (0.001 mole) of N′-[(2-chlorophenyl)(4-chlorophenyl)methyl]piperazine in 1 mL of dioxane was cooled to 0° C. To this was added 2 mL of glacial acetic acid followed by 0.14 mL of 37% aqueous formaldehyde. A solution of 0.2 gram (0.001 mole) of 4-chloroindole in 1 mL of dioxane was then slowly added. Upon completion of the addition the reaction mixture was warmed to ambient temperature where it stirred for five hours. The reaction mixture was then cooled to 0° C., neutralized with aqueous saturated sodium bicarbonate solution, and extracted with two portions of diethyl ether. The combined extracts were washed with an aqueous saturated sodium chloride solution and dried with sodium sulfate, yielding 0.6 gram of crude material. The crude material was purified by preparative TLC. Elution was accomplished with 3:2 ethyl acetate: methylene chloride. The product-containing fractions were combined and concentrated under reduced pressure, yielding 0.4 gram of N-(4-chloroindol-3-ylmethyl)-N′-[(4-chlorophenyl)(2-chlorophenyl)methyl]piperazine. The NMR spectrum was consistent with the proposed structure.

출처