Acetic Acid → 5-(2-Nitro-ethyl)-2-phenoxy-pyridine

HRID 1694245

反応式

HRID 1694245 の反応式
[N+:1](/[CH:4]=[CH:5]/[C:6]1[CH:7]=[CH:8][C:9]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:10][CH:11]=1)([O-:3])=[O:2].C(O)(=O)C.[B-].[Na+].O>CS(C)=O>[N+:1]([CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:10][CH:11]=1)([O-:3])=[O:2]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 22959485VertellusHCID 592552955-((E)-2-Nitro-vinyl)-2-phenoxy-pyridine

生成物 1

HCID 576263415-(2-Nitro-ethyl)-2-phenoxy-pyridine

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a solution of 5-((E)-2-nitro-vinyl)-2-phenoxy-pyridine described in Manufacturing Example 232-1-3 (5.97 g, 24.6 mmol) and acetic acid (3.2 mL) in dimethyl sulfoxide (52 mL) was added sodium borohydrate (1.4 g, 36.9 mmol), at room temperature while cooling appropriately. This mixture was stirred for 30 minutes at room temperature. This mixture was cooled appropriately, then, water was added, which was stirred for 30 minutes at room temperature. This mixture was liquid-separated, and the organic layer was separated. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (5.72 g) as a crude product.

後処理

  1. temperatureThis mixture was cooled appropriately
  2. stirringwhich was stirred for 30 minutes at room temperature
  3. customThis mixture was liquid-separated
  4. customthe organic layer was separated
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated under a reduced pressure

出典と根拠

ORDレコード
ord-b2bf1258499d4b7a90fb5efd6c2d5814
出典データセット
uspto-grants-2012_04
特許番号
US08158657B2

関連ノート

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