반응 #83629

반응 방정식

(4R)-4-(di-n-propylamino)-1,3,4,5-tetrahydrobenz[cd]indole-6-carboxylic hydrazide

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title compound

수율 163.9%

(-)(4R)-6-(5-phenyl-1,3,4-oxadiazol-2yl)-4-(di-n-propylamino)-1,3,4,5-tetrahydrobenz[cd]indole

수율 163.9%

용매

trimethylorthobenzoate

methylene chloride

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   추출the product was extracted into aqueous tartaric acid
3. 3
   추출the product was extracted into methylene chloride
4. 4
   기타Evaporation of the methylene chloride
5. 5
   workup.WAITleft crystalline product which
6. 6
   기타was then chromatographed over 3 g of silica gel
7. 7
   기타The product from the column was recrystallized from toluene

실험 절차

A solution of 0.20 g (0.64 mmol) of (4R)-4-(di-n-propylamino)-1,3,4,5-tetrahydrobenz[cd]indole-6-carboxylic hydrazide in 2.0 ml of trimethylorthobenzoate was heated at 135° C. under nitrogen for 5 hours. After cooling, the semisolid mixture was dissolved in methylene chloride and the product was extracted into aqueous tartaric acid. The aqueous solution was basified with sodium carbonate and the product was extracted into methylene chloride. Evaporation of the methylene chloride left crystalline product which was then chromatographed over 3 g of silica gel using ethyl acetate as eluent. The product from the column was recrystallized from toluene to give 0.21 g of title compound.

출처