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Carbon Dioxide → 3-Chloro-2-fluoro-6-(trifluoromethyl)benzoic acid

HRID 1005484
ノート
印刷プレビュー

反応式

HRID 1005484 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:6][C:7]=1[Cl:8].CCCCCC.C([Li])CCC.[C:24](=[O:26])=[O:25]>O1CCCC1>[Cl:8][C:7]1[C:2]([F:1])=[C:3]([C:4]([C:9]([F:12])([F:10])[F:11])=[CH:5][CH:6]=1)[C:24]([OH:26])=[O:25]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 280Carbon DioxideHCID 8058HexaneHCID 27365454-Chloro-3-fluorobenzotrifluorideHCID 178418339Butyllithium

生成物 1

HCID 27737543-Chloro-2-fluoro-6-(trifluoromethyl)benzoic acid収率 94%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

77.0 g of 3-fluoro-4-chlorobenzotrifluoride was dissolved in 750 ml of dried tetrahydrofuran, and to the solution, 250 ml of hexane solution of n-butyl lithium (1.6 mol/l) was added dropwise over 15 minutes at -78° C. under a nitrogen atmosphere. After stirring the solution at -78° C. for 2 hours. 50 g of dry ice was gradually added to the solution at the same temperature. After elevating the temperature of the solution up to room temperature, 500 ml of ice water was added to the solution to separate the resulting solution. While cooling down the aqueous layer, the layer was adjusted to a pH value of 1 with concentrated hydrochloric acid. The aqueous layer was then extracted with ether, washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled under reduced pressure, and the oily residue obtained was crystalized with n-hexane, followed by a filtration and then dried to obtain 88.4 g of the title compound(mp. 92-93° C.).

後処理

  1. additionwas added to the solution
  2. customto separate the resulting solution
  3. temperatureWhile cooling down the aqueous layer
  4. extractionThe aqueous layer was then extracted with ether
  5. washwashed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled under reduced pressure
  8. customthe oily residue obtained
  9. customwas crystalized with n-hexane
  10. filtrationfollowed by a filtration
  11. customdried

出典と根拠

ORDレコード
ord-8b85ed6de7204fdd82bd1c047d044d6c
出典データセット
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06054605

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート