Ethanol → (5-[1,3]Dioxolan-2-yl-pyridin-2-yl)-methanol

HRID 78156노트

반응식

HRID 78156 반응식
C(O)C.O1CCCC1.[O:9]1[CH2:13][CH2:12][O:11][CH:10]1[C:14]1[CH:15]=[CH:16][C:17]([CH:20]=[O:21])=[N:18][CH:19]=1.[BH4-].[Na+]>O>[O:9]1[CH2:13][CH2:12][O:11][CH:10]1[C:14]1[CH:15]=[CH:16][C:17]([CH2:20][OH:21])=[N:18][CH:19]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 592551735-(1,3-Dioxolan-2-yl)picolinaldehyde

생성물 1

HCID 59255267(5-[1,3]Dioxolan-2-yl-pyridin-2-yl)-methanol수율 78.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To an ethanol (20 mL) and tetrahydrofuran (20 mL) solution of 5-[1,3]dioxolan-2-yl-pyridine-2-carbaldehyde (1.73 g, 9.66 mmol) described in Manufacturing Example 154-1-3 was added sodium borohydride (731 mg, 19.3 mmol), which was stirred for 25 minutes at room temperature. Water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane: ethyl acetate=1:2) to obtain the title compound (1.37 g, 78%).

후처리

  1. extractionwas extracted with ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under a reduced pressure
  7. customthe residue was purified by silica gel column chromatography (heptane: ethyl acetate=1:2)

출처 및 근거

ORD 기록
ord-dfd267de48694a61905a161355acc6bc
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841327B2

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