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

HRID 236316ノート

反応式

HRID 236316 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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 crystalline solid melting at 172°-174° C. after crystallization from ethyl acetate to obtain a white crystalline solid.

後処理

  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

出典と根拠

ORDレコード
ord-75add7a1f2b14e809709b36d7fd63bb2
出典データセット
uspto-grants-1987_02
特許番号
US04644002

反応ノート

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