p-Toluenesulfonic acid → Ethyl 2-chloro-3,5-difluoro-4-methylbenzoyl-acetate

HRID 34574ノート

反応式

HRID 34574 の反応式
C1(C)C=CC(S(O)(=O)=O)=CC=1.[Cl:12][C:13]1[C:31]([F:32])=[C:30]([CH3:33])[C:29]([F:34])=[CH:28][C:14]=1[C:15]([CH:17](C(OCC)=O)[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:16]>O>[Cl:12][C:13]1[C:31]([F:32])=[C:30]([CH3:33])[C:29]([F:34])=[CH:28][C:14]=1[C:15]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[O:16]

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 13657389Diethyl 2-chloro-3,5-difluoro-4-methylbenzoyl-malonate

生成物 1

HCID 13657390Ethyl 2-chloro-3,5-difluoro-4-methylbenzoyl-acetate収率 63.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

0.1 g of p-toluenesulphonic acid is added to an emulsion of 65.1 g of crude diethyl 2-chloro-3,5-difluoro-4-methyl-benzoyl-malonate in 70 ml of water. The mixture is heated to the boiling point for 4.5 hours, with thorough stirring, the cooled emulsion is extracted several times with methylene chloride, the combined CH2Cl2 solutions are washed once with saturated NaCl solution and dried with Na2SO4 and the solvent is distilled off in vacuo. Fractionation of the residue under a fine vacuum gives 33 g of ethyl 2-chloro-3,5-difluoro-4-methylbenzoyl-acetate of boiling point 108°-118° C./0.09 mbar.

後処理

  1. temperatureThe mixture is heated to the boiling point for 4.5 hours, with thorough stirring
  2. extractionthe cooled emulsion is extracted several times with methylene chloride
  3. washthe combined CH2Cl2 solutions are washed once with saturated NaCl solution
  4. dry with materialdried with Na2SO4
  5. distillationthe solvent is distilled off in vacuo

出典と根拠

ORDレコード
ord-0f67ad4cd38d4a54b3752986c0a4cebc
出典データセット
uspto-grants-1988_08
特許番号
US04762844

反応ノート

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