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Phosphorus oxide (P4O10) → 2-(4-Bromophenyl)oxazole

HRID 396781
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HRID 396781 반응식
[Br:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][CH2:9][CH:10]([O:14]CC)OCC)=O)=[CH:4][CH:3]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.C([O-])(O)=O.[Na+].[NH4+].[OH-]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]2[O:14][CH:10]=[CH:9][N:8]=2)=[CH:17][CH:18]=1
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참가 물질

6

반응물 4

HCID 14812Phosphorus oxide (P4O10)HCID 14923Ammonium HydroxideHCID 516892Sodium BicarbonateHCID 223168934-bromo-N-(2,2-diethoxyethyl)benzamide

생성물 1

HCID 110750322-(4-Bromophenyl)oxazole수율 70%

시약·촉매·용매 1

HCID 1118Sulfuric Acid
용매
2회

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온도
180 °C

실험 절차

4-Bromo-N-(2,2-diethoxyethyl)benzamide was dissolved in concentrated sulfuric acid at 0° C. To phosphorus pentoxide (5.2 g, 18.3 mmol) was added the sulfuric acid solution, and the mixture was heated at 180° C. for 30 minutes. The reaction mixture was cooled down to room temperature, and poured into ice. The whole was made basic by addition of NaHCO3 and ammonia aqueous solution. The whole was extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo to give title compound (1.23 g, 70% yield).

후처리

  1. temperatureThe reaction mixture was cooled down to room temperature
  2. additionpoured into ice
  3. extractionThe whole was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-78e73b92e1f140aca7ee94768131eb3c
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06608095B2

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