Sodium Chloride → 3-Furyl 4-Methyl-5-oxazolyl Ketone

HRID 975036

反応式

HRID 975036 の反応式
Br[C:2]1[CH:6]=[CH:5][O:4][CH:3]=1.C([Li])CCC.CON(C)[C:15]([C:17]1[O:21][CH:20]=[N:19][C:18]=1[CH3:22])=[O:16].[Cl-].[Na+]>C(OCC)C.C(O)C>[CH3:22][C:18]1[N:19]=[CH:20][O:21][C:17]=1[C:15]([C:2]1[CH:6]=[CH:5][O:4][CH:3]=1)=[O:16]

参加物

7

反応物 4

HCID 5234Sodium ChlorideHCID 891643-BromofuranHCID 18925369N-Methoxy-N,4-dimethyloxazole-5-carboxamideHCID 178418339Butyllithium

生成物 1

HCID 189363073-Furyl 4-Methyl-5-oxazolyl Ketone

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
-70 °C

実験手順

3-Bromofuran (2.5 g) in dry diethylether was stirred and cooled to -70° C. under an atmosphere of dry nitrogen and n-butyllithium (2.5M solution in hexane, 6.8 ml) was added dropwise. After 30 minutes, N-methoxy-N-methyl-4-methyl-5-oxazolecarboxamide (2.89 g) in dry diethylether was added dropwise. After a further 30 minutes the mixture was allowed to warm to room temperature. Ethanol (5 ml) was added followed by saturated aqueous sodium chloride. The mixture was extracted with dichloromethane and the material thus obtained was purified by flash chromatography to give the title compound. M.p. 82°-83.5° C.

後処理

  1. waitAfter a further 30 minutes the mixture was allowed
  2. temperatureto warm to room temperature
  3. extractionThe mixture was extracted with dichloromethane
  4. customthe material thus obtained
  5. customwas purified by flash chromatography

出典と根拠

ORDレコード
ord-980b194ef9ec45299c81e378f17749bd
出典データセット
uspto-grants-1997_03
特許番号
US05607956

関連ノート

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