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Hydrochloric Acid → 2-Chloro-1-(2,5-difluorophenyl)ethan-1-one

HRID 1241922
ノート
印刷プレビュー

反応式

HRID 1241922 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][CH:3]=1.[Cl:9][CH2:10][C:11](Cl)=[O:12].[Cl-].[Al+3].[Cl-].[Cl-].Cl>>[Cl:9][CH2:10][C:11]([C:6]1[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=1[F:8])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 108921,4-DifluorobenzeneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 49899782-Chloro-1-(2,5-difluorophenyl)ethan-1-one収率 69%

実験手順

100.0 g (876.5 mmol) of 1,4-difluorobenzene and 90.83 ml (1139 mmol) of chloroacetyl chloride were cooled to 10° C. Within 5 minutes at 10–17° C. 153.5 g (1139 mmol) of aluminium chloride (99%) were added and the mixture warmed to room temperature. The mixture was heated for 30 minutes to 60° C. and the heating continued at this temperature for another 70 minutes. The reaction mixture was cooled to room temperature and poured onto a mixture of 0.8 l of ice and 400 ml at concentrated aqueous hydrochloric acid, extracted twice with each 500 ml of ethyl acetate, and the organic phases were washed once with 200 ml of water, three times with 400 ml of half-saturated aqueous sodium bicarbonate solution, dried over sodium sulfate, dissolved for 1 hour at 80° C. in 400 ml of n-hexane and, after the addition of 4 g of active carbon, filtered hot, stirred at room temperature and cooled to 0° C.; the crystals formed were dried at room temperature under reduced pressure to give 104 g (69%) of 2-chloro-1-(2,5-difluoro-phenyl)-ethanone.

後処理

  1. temperatureThe mixture was heated for 30 minutes to 60° C.
  2. waitthe heating continued at this temperature for another 70 minutes
  3. temperatureThe reaction mixture was cooled to room temperature
  4. extractionextracted twice with each 500 ml of ethyl acetate
  5. washthe organic phases were washed once with 200 ml of water, three times with 400 ml of half-saturated aqueous sodium bicarbonate solution
  6. dry with materialdried over sodium sulfate
  7. dissolutiondissolved for 1 hour at 80° C. in 400 ml of n-hexane
  8. additionafter the addition of 4 g of active carbon
  9. filtrationfiltered hot
  10. temperaturecooled to 0° C.
  11. customthe crystals formed
  12. customwere dried at room temperature under reduced pressure

出典と根拠

ORDレコード
ord-ae13a34f3d1545a4aa000018ee007975
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07115643B2

反応ノート

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