반응 #53619

반응 방정식

sodium hydrogencarbonate

Triethylamine

trichloroacetyl chloride

compound ( 47 )

8-Dimethylamino-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]-azulene-5-carbaldehyde Oxime

→

titled compound

수율 98.0%

8-Dimethylamino-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]-azulene-5-carbonitrile

수율 98.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   추출The mixture was extracted with chloroform
2. 2
   세척The extracts were washed with brine
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The residue obtained
6. 6
   기타was chromatographed on aluminum oxide in chloroform:methanol (97:3)

실험 절차

Triethylamine 33 μl and trichloroacetyl chloride 13 μl were added to a solution of compound (47) 28.9 mg in dichloromethane 2 ml with cooling ice and the mixture was stirred with cooling in ice and at room temperature for 18 h. A saturated sodium hydrogencarbonate solution was added thereto for alkalinization. The mixture was extracted with chloroform. The extracts were washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was chromatographed on aluminum oxide in chloroform:methanol (97:3) to give the titled compound 26.3 mg as colorless crystals. Yield 98%. Furthermore, the titled compound was recrystallized from methanol-isopropyl ether to give colorless crystals, m.p. 205-207° C.

출처