Sodium Carbonate → 5-Methyl-2-phenyloxazole

HRID 915666노트

반응식

HRID 915666 반응식
O=[C:2]([CH3:13])[CH2:3][NH:4][C:5](=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C([O-])([O-])=O.[Na+].[Na+]>OS(O)(=O)=O>[CH3:13][C:2]1[O:12][C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[N:4][CH:3]=1

참가 물질

4

반응물 2

HCID 10340Sodium CarbonateHCID 569897N-(2-Oxopropyl)benzamide

생성물 1

HCID 2478295-Methyl-2-phenyloxazole수율 88%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

Heat a solution of N-(2-oxopropyl)benzamide (1.0 g, 5.65 mmol) in concentrated H2SO4 (10 mL) at 100° C. for 1 hour. Cool the reaction, pour over ice, neutralize with solid Na2CO3, and extract with ethyl acetate (200 mL). Wash the organic phase with brine (75 mL), dry (Na2SO4), filter, and concentrate to afford a yellow oil. Perform flash chromatography on silica gel, eluting with 100% ethyl acetate, to afford 790 mg (88% yield) of 5-methyl-2-phenyloxazole. MS: m/e=160 (MH+)

후처리

  1. temperatureCool
  2. customthe reaction
  3. additionpour over ice
  4. extractionextract with ethyl acetate (200 mL)
  5. washWash the organic phase with brine (75 mL)
  6. dry with materialdry (Na2SO4)
  7. filtrationfilter
  8. concentrationconcentrate
  9. customto afford a yellow oil
  10. washPerform flash chromatography on silica gel, eluting with 100% ethyl acetate

출처 및 근거

ORD 기록
ord-e899f35840144dd68242406086f80853
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07265246B2

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