Phenylacetyl chloride → 4'-Chloro-2-phenylacetophenone

HRID 978154

반응식

HRID 978154 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 2338404'-Chloro-2-phenylacetophenone

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매2회

반응 조건

온도
55 °C

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-cca8bc29a9d74270ae0aab1afeea75b6
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04663341

연결된 노트

불러오는 중…