Water → 1-Butanol,4-(imidazo[1,2-a]pyridin-5-yloxy)-

HRID 357008

反応式

HRID 357008 の反応式
[H-].[Na+].Cl.Cl[C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1.[OH:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][Si](C(C)(C)C)(C)C.O>CS(C)=O>[OH:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 1864034-(Dimethyl-tert-butylsilyl)oxybutan-1-olHCID 219941745-Chloroimidazo[1,2-a]pyridine hydrochloride

生成物 1

HCID 189368131-Butanol,4-(imidazo[1,2-a]pyridin-5-yloxy)-

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

In a nitrogen stream, 8.0 g (200 mmol) of 60% oily sodium hydride was added to a solution of 18.90 g (100 mmol) of 5-chloroimidazo[1,2-a]pyridine hydrochloride in 200 ml of dimethyl sulfoxide at 0° C., followed by stirring for 15 minutes. To this mixture, 20.44 g (100 mmol) of 4-hydroxy-1-t-butyldimethylsiloxybutane was added, followed by stirring room temperature for 5 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to yield 3.73 g (11.6%, orange oily substance) of the desired product.

後処理

  1. stirringby stirring room temperature for 5 hours
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. customdried
  5. distillationafter which the solvent was distilled off
  6. customThe residue was purified by column chromatography (eluent: ethyl acetate)

出典と根拠

ORDレコード
ord-3dc2156c8ccc40a8a198198e69ef81ad
出典データセット
uspto-grants-1998_11
特許番号
US05840732

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