Sodium Carbonate → 5-Methyl-2-phenyloxazole

HRID 915666ノート

反応式

HRID 915666 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 2478295-Methyl-2-phenyloxazole収率 88%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

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+)

後処理

  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

出典と根拠

ORDレコード
ord-e899f35840144dd68242406086f80853
出典データセット
uspto-grants-2007_09
特許番号
US07265246B2

反応ノート

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