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Sodium borohydride → 1-[6-(4-Benzotriazol-2-yl-but-1-ynyl)-pyridin-2-yl]-ethanol

HRID 422427
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반응식

HRID 422427 반응식
[BH4-].[Na+].[N:3]1[N:4]([CH2:12][CH2:13][C:14]#[C:15][C:16]2[N:21]=[C:20]([C:22](=[O:24])[CH3:23])[CH:19]=[CH:18][CH:17]=2)[N:5]=[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=12>CO>[N:3]1[N:4]([CH2:12][CH2:13][C:14]#[C:15][C:16]2[N:21]=[C:20]([CH:22]([OH:24])[CH3:23])[CH:19]=[CH:18][CH:17]=2)[N:5]=[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 66598247HCID 66598247, 화합물

생성물 1

HCID 665982351-[6-(4-Benzotriazol-2-yl-but-1-ynyl)-pyridin-2-yl]-ethanol수율 53%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

NaBH4 (99 mg, 1.6 mmol) was added to a solution of 1-[6-(4-benzotriazol-2-yl-but-1-ynyl)-pyridin-2-yl]-ethanone (380 mg, 1.31 mmol) in MeOH (5 mL) at 0° C. The reaction mixture was stirred at room temperature for 30 min, quenched by the addition of water at 0° C. and extracted twice with DCM. The organic phase was washed with water, dried over Na2SO4, filtered and evaporated. The crude residue was purified by flash chromatography (cyclohexane/AcOEt 3:2) to yield 202 mg (0.69 mmol, 53%) of 1-[6-(4-benzotriazol-2-yl-but-1-ynyl)-pyridin-2-yl]-ethanol as a colorless oil.

후처리

  1. customquenched by the addition of water at 0° C.
  2. extractionextracted twice with DCM
  3. washThe organic phase was washed with water
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 3:2)

출처 및 근거

ORD 기록
ord-f7244a79f82e45b3b99fb61382003c8d
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08101637B2

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