Nitromethane → 2-Methyl-6-(4-((E)-2-nitro-vinyl)-benzyloxy)-pyridine

HRID 1693760

반응식

HRID 1693760 반응식
[CH3:1][C:2]1[N:7]=[C:6]([O:8][CH2:9][C:10]2[CH:17]=[CH:16][C:13]([CH:14]=O)=[CH:12][CH:11]=2)[CH:5]=[CH:4][CH:3]=1.[N+:18]([CH3:21])([O-:20])=[O:19].C([O-])(=O)C.[NH4+]>C(O)(=O)C>[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([O:8][CH2:9][C:10]2[CH:17]=[CH:16][C:13](/[CH:14]=[CH:21]/[N+:18]([O-:20])=[O:19])=[CH:12][CH:11]=2)[N:7]=1

참가 물질

5

반응물 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 592551484-(6-Methyl-pyridin-2-yloxymethyl)-benzaldehyde

생성물 1

HCID 592553682-Methyl-6-(4-((E)-2-nitro-vinyl)-benzyloxy)-pyridine수율 110%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
110 °C

실험 절차

To a solution of 4-(6-methyl-pyridin-2-yloxymethyl)-benzaldehyde (4.19 g, 18.5 mmol) described in Manufacturing Example 3-1-2 in acetic acid (30 mL) were added nitromethane (5.65 g, 92.6 mmol) and ammonium acetate (2.85 g, 37.0 mmol) under nitrogen atmosphere, which was stirred for 3 hours at 110° C. The reaction mixture was partitioned into water and ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (5.50 g) as a crude product.

후처리

  1. customThe reaction mixture was partitioned into water and ethyl acetate
  2. washThe organic layer was washed with water and saturated aqueous sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under a reduced pressure

출처 및 근거

ORD 기록
ord-b93ad2362e124984aa74df0480199c57
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158657B2

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