Phenylacetyl chloride → 4'-Chloro-2-phenylacetophenone

HRID 978154

反応式

HRID 978154 の反応式
[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Cl-].[Al+3].[Cl-].[Cl-]>Cl>[CH2:7]([C:8]([C:15]1[CH:16]=[CH:17][C:12]([Cl:11])=[CH:13][CH:14]=1)=[O:9])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 7679Phenylacetyl chlorideHCID 7964ChlorobenzeneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 2338404'-Chloro-2-phenylacetophenone

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒2 回

反応条件

温度
55 °C

実験手順

To a 2 liter 4 necked flask equipped with a mechanical stirrer thermometer, and reflux condensor was added 155 g (1.0 mole) of phenyl acetyl chloride and 500 ml (4.9 mole) of chlorobenzene. A total of 145 g (1.08 mole) of anhydrous aluminum chloride was added portionwise over 10 minutes. The mixture self warmed to 55° C. and evolved HCl gas over the course of the next 30 minutes. The mixture was stirred at about 50° C. for an additional 30 minutes and then poured onto about 500 g of ice and 110 ml of concentrated aqueous HCl. The organic layer (lower) was separated and the aqueous layer was washed with ethyl ether. The combined organic layers were washed with water, dilute aqueous NaOH, and water and then concentrated in vacuo. The resulting crude solid was recrystallized from 2200 ml of hexane yielding 132 g of 4-chlorophenyl benzyl ketone, mp 85°-90° C.

後処理

  1. temperaturereflux condensor
  2. customover the course of the next 30 minutes
  3. customThe organic layer (lower) was separated
  4. washthe aqueous layer was washed with ethyl ether
  5. washThe combined organic layers were washed with water, dilute aqueous NaOH, and water
  6. concentrationconcentrated in vacuo
  7. customThe resulting crude solid was recrystallized from 2200 ml of hexane yielding 132 g of 4-chlorophenyl benzyl ketone, mp 85°-90° C.

出典と根拠

ORDレコード
ord-cca8bc29a9d74270ae0aab1afeea75b6
出典データセット
uspto-grants-1987_05
特許番号
US04663341

関連ノート

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