Hydrochloric Acid → 4,5-Dihydro-imidazo-[1,2-a]-quinoxaline-2-methanol

HRID 1155990노트

반응식

HRID 1155990 반응식
[BH4-].[Li+].[CH:3]1[N:7]2[C:8]3[C:13]([N:14]=[CH:15][C:6]2=[N:5][C:4]=1[C:16](OCC)=[O:17])=[CH:12][CH:11]=[CH:10][CH:9]=3.Cl.C(=O)([O-])[O-].[Na+].[Na+]>O1CCCC1>[CH:3]1[N:7]2[C:8]3[C:13]([NH:14][CH2:15][C:6]2=[N:5][C:4]=1[CH2:16][OH:17])=[CH:12][CH:11]=[CH:10][CH:9]=3

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 4148881Lithium borohydrideHCID 13228325Ethyl imidazo[1,2-a]quinoxaline-2-carboxylate

생성물 1

HCID 137704784,5-Dihydro-imidazo-[1,2-a]-quinoxaline-2-methanol수율 70.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2.8 g of lithium borohydride were added to a solution of 10 g of ethyl imidazo-[1,2-a]-quinoxaline-2-carboxylate of Step B in 230 ml of anhydrous tetrahydrofuran and the mixture was stirred at reflux for 18 hours. The resulting yellow suspension was poured into dilute hydrochloric acid to react with the boron complex and the mixture was made alkaline with sodium carbonate addition. The mixture was extracted with ethyl acetate and the organic phase was evaporated to dryness to obtain 5.9 g of 4,5-dihydro-imidazo-[1,2-a]-quinoxaline-2-methanol in the form of a buff crystaline solid melting at 172°-174° C. after crystallization from ethyl acetate to obtain a white crystalline solid.

후처리

  1. temperatureat reflux for 18 hours
  2. customto react with the boron complex
  3. extractionThe mixture was extracted with ethyl acetate
  4. customthe organic phase was evaporated to dryness

출처 및 근거

ORD 기록
ord-f54033f314794eedbf70dec2ea57a78f
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04333934

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