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

HRID 450062노트

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HRID 450062 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 109762762-(4-Nitrophenyl)oxazole수율 26.6%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

반응 조건

온도
100 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-ef213a016b824419965d14640f2689a7
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486962B2

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