Phenol → 1-(4-chlorophenyl)-2-phenoxyethanone

HRID 482603ノート

反応式

HRID 482603 の反応式
C(=O)([O-])[O-].[K+].[K+].[C:7]1([OH:13])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Br[CH2:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)=[O:17]>C(C(C)=O)C>[O:13]([CH2:15][C:16]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)=[O:17])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 68303p-Chlorophenacyl bromide

生成物 1

HCID 14715261-(4-chlorophenyl)-2-phenoxyethanone収率 50.4%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

To 28.4 g (213 mmole) of anhydrous potassium carbonate suspended in 100 ml of methyl ethyl ketone was added 20 g (213 mmole) of phenol and 47 g (201 mmole) of 2-bromo-4'-chloroacetophenone. The reaction mixture was refluxed for 2.5 hours, cooled, concentrated in vacuo, partitioned between diethyl ether and water, washed with dilute aqueous sodium hydroxide, washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to yield 25 g of 2-phenoxy-4'-chloroacetophenone, a white solid, mp 80°-83° C.

後処理

  1. temperatureThe reaction mixture was refluxed for 2.5 hours
  2. temperaturecooled
  3. concentrationconcentrated in vacuo
  4. custompartitioned between diethyl ether and water
  5. washwashed with dilute aqueous sodium hydroxide
  6. washwashed with brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-50b1d6e6d59a4673ab86e3f631fbb60e
出典データセット
uspto-grants-1998_08
特許番号
US05798311

反応ノート

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