4-Nitrobenzaldehyde → 2-[(E)-2-(4-Nitrophenyl)ethenyl]pyridine

HRID 330571ノート

反応式

HRID 330571 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[N+:8]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)([O-:10])=[O:9].C(OC(=O)C)(=O)C.C(=O)(O)[O-].[Na+]>>[N+:8]([C:11]1[CH:18]=[CH:17][C:14](/[CH:15]=[CH:1]/[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=2)=[CH:13][CH:12]=1)([O-:10])=[O:9]

参加物

5

反応物 4

HCID 5414-NitrobenzaldehydeHCID 7918Acetic AnhydrideHCID 79752-MethylpyridineHCID 516892Sodium Bicarbonate

生成物 1

HCID 53764822-[(E)-2-(4-Nitrophenyl)ethenyl]pyridine

実験手順

A solution of 46.5 g (0.5 mole) of 2-methylpyridine and 75.5 g (0.5 mole) of 4-nitrobenzaldehyde in about 100 g of acetic anhydride (about 1 mole) is refluxed for 6 hours, after which it is carefully poured onto ice water. The stirred mixture is neutralized with saturated, aqueous sodium bicarbonate solution. The precipitate is filtered off under suction, washed with water and recrystallized from ethanol to give 66 g (63% of theory) of reddish brown crystals of melting point 136°-139° C.

後処理

  1. additionafter which it is carefully poured onto ice water
  2. filtrationThe precipitate is filtered off under suction
  3. washwashed with water
  4. customrecrystallized from ethanol
  5. customto give 66 g (63% of theory) of reddish brown crystals of melting point 136°-139° C.

出典と根拠

ORDレコード
ord-82de892bb1634cf598b353607d58ea6b
出典データセット
uspto-grants-1990_01
特許番号
US04897425

反応ノート

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