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Sodium borohydride → [6-(1H-Imidazol-1-yl)pyridin-3-yl]methanol

HRID 1031424
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HRID 1031424 반응식
[BH4-].[Na+].[N:3]1([C:8]2[CH:17]=[CH:16][C:11]([C:12](OC)=[O:13])=[CH:10][N:9]=2)[CH:7]=[CH:6][N:5]=[CH:4]1>CO.O>[N:3]1([C:8]2[CH:17]=[CH:16][C:11]([CH2:12][OH:13])=[CH:10][N:9]=2)[CH:7]=[CH:6][N:5]=[CH:4]1
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참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 4315458methyl 6-(1H-imidazol-1-yl)nicotinate

생성물 1

HCID 14207630[6-(1H-Imidazol-1-yl)pyridin-3-yl]methanol

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

실험 절차

NaBH4 (37.82 g) is added portionwise to a suspension of the imidazolyl ester of Step 2. above (9.98 g) in methanol at about 0.° C. The reaction mixture is heated to reflux for 71/2 hours, allowed to cool and stand 15 hours. Water (75 ml) is added, and the quenched reaction mixture evaporated, affording a solid residue which is suspended in water, extracted with chloroform dried over Na2SO4, filtered and evaporated, recrystallized (CHCl3), affording the desired product as a white solid. M.P.=128.5°-130° C.

후처리

  1. temperatureThe reaction mixture is heated
  2. temperatureto reflux for 71/2 hours
  3. temperatureto cool
  4. customthe quenched reaction mixture
  5. customevaporated
  6. customaffording a solid residue which
  7. extractionextracted with chloroform
  8. dry with materialdried over Na2SO4
  9. filtrationfiltered
  10. customevaporated
  11. customrecrystallized (CHCl3)

출처 및 근거

ORD 기록
ord-7e8ddf07c3a64967b0a43b4e4f2eeb12
출처 데이터셋
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04954494

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