4-Nitrobenzaldehyde → 2-(4-Nitrophenyl)oxazole

HRID 450062ノート

反応式

HRID 450062 の反応式
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(O[CH:15](OCC)[CH2:16][NH2:17])C.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[OH-].[NH4+]>S(=O)(=O)(O)O>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]2[O:9][CH:15]=[CH:16][N:17]=2)=[CH:10][CH:11]=1)([O-:3])=[O:2]

参加物

6

反応物 4

HCID 5414-NitrobenzaldehydeHCID 14812Phosphorus oxide (P4O10)HCID 14923Ammonium HydroxideHCID 695242,2-Diethoxyethylamine

生成物 1

HCID 109762762-(4-Nitrophenyl)oxazole収率 26.6%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

反応条件

温度
100 °C

実験手順

A mixture of p-nitro benzaldehyde (3 g, 19.8 mmol) and 2,2-diethoxy-ethylamine (2.64 g, 19.8 mmol) was heated at 100° C. for 2 hrs. The reaction mixture was cooled to room temperature and sulphuric acid (20 ml) was added. The resultant solution was added slowly to a mixture of phosphorus pentoxide (10 g) and sulphuric acid (3 ml) at 180° C. and the temperature was maintained for 30 min. The reaction mixture was cooled to room temperature and basified with saturated ammonium hydroxide solution. The resultant solid was filtered and recrystallised with ether to give 2-(4-nitro-phenyl)-oxazole (1 g, 26%).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. temperaturethe temperature was maintained for 30 min
  3. filtrationThe resultant solid was filtered
  4. customrecrystallised with ether

出典と根拠

ORDレコード
ord-ef213a016b824419965d14640f2689a7
出典データセット
uspto-grants-2013_07
特許番号
US08486962B2

反応ノート

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