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Sodium cyanoborohydride → (5-(Phenylethynyl)pyridin-3-yl)methanol

HRID 606917
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반응식

HRID 606917 반응식
C([BH3-])#N.[Na+].[C:5]1([C:11]#[C:12][C:13]2[CH:14]=[C:15]([CH:19]=[O:20])[CH:16]=[N:17][CH:18]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(OCC)(=O)C>[C:5]1([C:11]#[C:12][C:13]2[CH:14]=[C:15]([CH2:19][OH:20])[CH:16]=[N:17][CH:18]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 5003444Sodium cyanoborohydrideHCID 10679834HCID 10679834, 화합물

생성물 1

HCID 67047855(5-(Phenylethynyl)pyridin-3-yl)methanol

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Add sodium cyanoborohydride (0.31 g, 4.98 mmol) to a solution of 5-phenylethynyl-pyridine-3-carbaldehyde, (prepared as described in EXAMPLE 5), (0.86 g, 4.15 mmol) and stir at room temperature for 2 h. Dilute with ethyl acetate, wash with an aqueous saturated solution of bicarbonate, dry (magnesium sulfate), filter and concentrate. Purify by silica gel chromatography, eluting with 0:100 to 50:50 ethyl acetate:hexanes, to give the title compound as a colorless oil which solidifies on standing (0.465 g, 53%).

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  1. washwash with an aqueous saturated solution of bicarbonate
  2. dry with materialdry (magnesium sulfate)
  3. filtrationfilter
  4. concentrationconcentrate
  5. customPurify by silica gel chromatography
  6. washeluting with 0:100 to 50:50 ethyl acetate

출처 및 근거

ORD 기록
ord-049bb610b4b8404db10eb70123e6bf3f
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915424B2

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