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Thionyl Chloride → 2-(5-(Chloromethyl)pyridin-2-yl)benzonitrile

HRID 1440462
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인쇄 미리보기

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HRID 1440462 반응식
O[CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=2[C:11]#[N:12])=[N:7][CH:8]=1.O=S(Cl)[Cl:19]>O1CCOCC1.CCOCC.[Cl-].[Cl-].[Zn+2]>[Cl:19][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=2[C:11]#[N:12])=[N:7][CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 24386Thionyl ChlorideHCID 100360172-(5-(Hydroxymethyl)pyridin-2-yl)benzonitrile

생성물 1

HCID 99913952-(5-(Chloromethyl)pyridin-2-yl)benzonitrile수율 94%

시약·촉매·용매 3

HCID 3007855Zincchloride촉매HCID 3283Diethyl Ether용매HCID 312751,4-Dioxane용매

반응 조건

온도
0 °C

실험 절차

To a cooled (0° C.), stirred solution of 2-[5-(hydroxymethyl)pyridin-2-yl]benzonitrile (4.3 g, 0.020 mol) and ZnCl2 (0.09 g, 0.61 mmol) in p-dioxane (40 mL) was added SOCl2 (1.50 mL, 0.020 mol) dropwise. The mixture was stirred at room temperature for 18 h, diluted with ether, washed with water and brine, dried (MgSO4), and concentrated to give 4.30 g (92%) of product as a brown solid, mp 97°-98° C.

후처리

  1. washwashed with water and brine
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f5efed1e01364d1b8134c6bd04f3e6bc
출처 데이터셋
uspto-grants-1996_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05498776

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