Acetic Acid → 5-Methyl-2-(4-nitrophenyl)oxazole

HRID 880489노트

반응식

HRID 880489 반응식
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([C:8]([NH:10][CH2:11][C:12]#[CH:13])=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[K+].C(O)(=O)C>C(O)C>[CH3:13][C:12]1[O:9][C:8]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:15][CH:14]=2)=[N:10][CH:11]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 3016782Benzamide, 4-nitro-N-2-propynyl-

생성물 1

HCID 445506455-Methyl-2-(4-nitrophenyl)oxazole수율 46.3%

시약·촉매·용매 1

HCID 702Ethanol용매2회

반응 조건

온도
52.5 °C

실험 절차

To a stirred solution of 4-nitro-N-prop-2-ynyl-benzamide (7.5 g, 36.7 mmol) in ethanol (150 mL) was added a solution of potassium hydroxide (4.1 g, 73.4 mmol) in ethanol (100 mL) and the mixture was stirred at 50-55° C. for 12 h. The mixture was acidified with acetic acid and concentrated to dryness in vacuo at 45-50° C. The resultant residue was extracted into ethyl acetate and the separated organic phase was washed with water; aqueous sodium bicarbonate, brine, dried over anhydrous sodium sulphate and concentrated in vacuo to afford 5-methyl-2-(4-nitrophenyl)oxazole (3.47 g, 46%) as an oil.

후처리

  1. concentrationconcentrated to dryness in vacuo at 45-50° C
  2. extractionThe resultant residue was extracted into ethyl acetate
  3. washthe separated organic phase was washed with water
  4. dry with materialaqueous sodium bicarbonate, brine, dried over anhydrous sodium sulphate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5f22c9d01cbe4ef58247bbea52653ef0
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993574B2

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