Water → 5-Benzyloxy-2-cyanomethylpyridine

HRID 78119

반응식

HRID 78119 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15]Cl)=[N:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[C-:18]#[N:19].[Na+]>C(O)C>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][C:18]#[N:19])=[N:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 962Water2회HCID 8929Sodium CyanideHCID 178541585-(Benzyloxy)-2-(chloromethyl)pyridine

생성물 1

HCID 221813855-Benzyloxy-2-cyanomethylpyridine수율 87%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 5-benzyloxy-2-chloromethyl-pyridine (2.13 g, 9.11 mmol) described in Manufacturing Example 127-1-3 in ethanol (30 mL) and water (10 mL) was added sodium cyanide (580 mg, 11.8 mmol), which was stirred for 4 hours and 25 minutes under reflux. Water was added to the reaction mixture at room temperature, which was extracted with ethyl acetate. The organic layer was separated, 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=1:1) to obtain the title compound (1.77 g, 87%).

후처리

  1. temperatureunder reflux
  2. extractionwhich was extracted with ethyl acetate
  3. customThe organic layer was separated
  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=1:1)

출처 및 근거

ORD 기록
ord-5e872b875e7a4a208258c3c3602e8df9
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841327B2

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