Sulfuric Acid → 1-(4-Chlorophenyl)-2-methoxyethanone

HRID 482608

反応式

HRID 482608 の反応式
[CH3:1][O:2][CH2:3][C:4]#N.[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([Mg]Br)=[CH:9][CH:8]=1.S(=O)(=O)(O)[OH:16]>C(OCC)C.O>[CH3:1][O:2][CH2:3][C:4]([C:10]1[CH:11]=[CH:12][C:7]([Cl:6])=[CH:8][CH:9]=1)=[O:16]

参加物

6

反応物 3

HCID 1118Sulfuric AcidHCID 74442MethoxyacetonitrileHCID 178478191HCID 178478191、化合物

生成物 1

HCID 3184091-(4-Chlorophenyl)-2-methoxyethanone

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回

実験手順

To 25 g (281 mmole) of methoxyacetonitrile in 100 ml of diethyl ether at reflux was added 250 ml (250 mmole) of 1.0M 4-chlorophenyl magnesium bromide in diethyl ether. After refluxing for 30 minutes the reaction mixture was hydrolyzed with a solution of 30 ml of concentrated sulfuric acid in 100 ml of water. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, concentrated in vacuo, and dissolved in hexanes. The insolubles were filtered away and the resultant solution was concentrated and distilled yielding a clear liquid. bp 105°-115° C. at 1 torr. The oil solidified on standing.

後処理

  1. temperatureAfter refluxing for 30 minutes the reaction mixture
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. dissolutiondissolved in hexanes
  6. filtrationThe insolubles were filtered away
  7. concentrationthe resultant solution was concentrated
  8. distillationdistilled
  9. customyielding a clear liquid

出典と根拠

ORDレコード
ord-4c08224f7a6046bfaf0d51877c48ca84
出典データセット
uspto-grants-1998_08
特許番号
US05798311

関連ノート

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