Tetrahydrofuran → 3'-Methoxypropiophenone

HRID 1614815

反応式

HRID 1614815 の反応式
[CH2:1]([Mg]Br)[CH3:2].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[C:10]#N.C1C[O:18]CC1.[Cl-].[NH4+]>C(OCC)C.O>[CH3:5][O:6][C:7]1[CH:8]=[C:9]([C:10](=[O:18])[CH2:1][CH3:2])[CH:12]=[CH:13][CH:14]=1

参加物

7

反応物 4

HCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 737123-MethoxybenzonitrileHCID 178418443HCID 178418443、化合物

生成物 1

HCID 5847653'-Methoxypropiophenone収率 99%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
40 °C

実験手順

A solution of ethyl magnesium bromide in diethyl ether (58 ml, 3 M) was added dropwise at room temperature to a mixture of 3-methoxy benzonitrile (21.2 g, 0.159 mol) and dry THF (250 ml). When addition was complete the mixture was stirred for 1 h at room temperature, 3 h at 40° C. and finally stirred overnight at room temperature. Water (250 ml) was added followed by a saturated ammonium chloride solution (250 ml) and the mixture was stirred for 1 h at room temperature. The phases were separated and the aqueous phase was extracted with ethyl acetate (100 ml). The combined organic phases was dried over magnesium sulphate and the solvent evaporated in vacuo to give 25.9 g (99%) of 3'-methoxypropiophenone.

後処理

  1. additionWhen addition
  2. stirringthe mixture was stirred for 1 h at room temperature
  3. customThe phases were separated
  4. extractionthe aqueous phase was extracted with ethyl acetate (100 ml)
  5. dry with materialThe combined organic phases was dried over magnesium sulphate
  6. customthe solvent evaporated in vacuo

出典と根拠

ORDレコード
ord-bcd05ed382bb4254a43112aa2e42dbef
出典データセット
uspto-grants-1993_03
特許番号
US05198451

関連ノート

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