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Hydrochloric Acid → HCID 2778529, compound

HRID 128861
Notes
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Reaction equation

HRID 128861 reaction equation
ClC1C=CC=CC=1C([O:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)=O.[Cl-].[Al+3].[Cl-].[Cl-].Cl.[CH:23]([Cl:26])(Cl)Cl>>[Cl:26][C:23]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:7]([C:12]1[CH:11]=[C:10]([F:13])[CH:9]=[CH:8][C:7]=1[OH:6])=[O:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 27982194-Fluorophenyl 2-chlorobenzoateHCID 6451240Aluminum(III) Chloride

Product 1

HCID 2778529HCID 2778529, compoundYield 56.3%

Procedure

To a stirred solution of 2.5 g of compound A was added in small portions 1.47 g of powdered aluminum chloride at 130° C. and stirring was continued for another 1 hour. After cooling 1N HCl and chloroform was added to the reaction mixture and the organic layer was separated. The aqueous layer was extracted with chloroform. The combined organic layer was dried over magnesium sulfate and distilled to remove the solvent. The crude product thus obtained was crystallized from hexane to obtain 1.41 g of compound B. Yield: 56.3%.

Workup

  1. additionwas added to the reaction mixture
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted with chloroform
  4. dry with materialThe combined organic layer was dried over magnesium sulfate
  5. distillationdistilled
  6. customto remove the solvent
  7. customThe crude product thus obtained
  8. customwas crystallized from hexane

Sources & evidence

ORD record
ord-2d4601bb23f348e1872f3fc218663785
Source dataset
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05464863

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes