Water → 4-Phenyl-1,3-oxazole

HRID 2399913ノート

反応式

HRID 2399913 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[CH:11]([O-:13])=O.[NH4+:14].O>C(O)=O>[C:5]1([C:3]2[N:14]=[CH:11][O:13][CH:2]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

参加物

5

反応物 3

HCID 962WaterHCID 6259Phenacyl bromideHCID 2723923Ammonium formate

生成物 1

HCID 5892794-Phenyl-1,3-oxazole収率 31%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

A mixture of 2-bromoacetophenone and ammonium formate in formic acid was stirred at reflux under nitrogen for 2 hours. The cooled reaction mixture was treated with 400 mL of H2O and extracted with ether (3×200 mL). The combined organics were washed with saturated aqueous NaHCO3, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (eluting with EtOAc/hexanes, 1:9) to afford 8.9 g (31%) of 4-phenyloxazole as a yellow oil.

後処理

  1. temperatureat reflux under nitrogen for 2 hours
  2. customThe cooled reaction mixture
  3. extractionextracted with ether (3×200 mL)
  4. washThe combined organics were washed with saturated aqueous NaHCO3
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by column chromatography (eluting with EtOAc/hexanes, 1:9)

出典と根拠

ORDレコード
ord-d210e6dcc0614ccab50e24bcaaf1dcbc
出典データセット
uspto-grants-1995_09
特許番号
US05451686

反応ノート

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