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Hydrochloric Acid → HCID 2726363, compound

HRID 1813936
Notes
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Reaction equation

HRID 1813936 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([O:21]C)=[CH:17][CH:16]=2)=[O:14])=[CH:8][CH:7]=1.Cl.C(OCC)(=O)C>C1(C)C=CC=CC=1>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]([C:15]2[CH:16]=[CH:17][C:18]([OH:21])=[CH:19][CH:20]=2)=[O:14])=[CH:8][CH:7]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 4572422-(4-chlorophenyl)-1-(4-methoxyphenyl)ethanoneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 2726363HCID 2726363, compound

Reagents, catalysts & solvents 1

HCID 1140Toluene
Solvent

Conditions

Temperature
60 °C

Procedure

Aluminum chloride (29.8 g, 0.223 mol) is added in small portions to a stirred solution of 2-(4-chlorophenyl)-1-(4-methoxyphenyl)ethanone (19.4 g, 0.074 mol) in toluene (300 ml). The mixture is heated to 60° C. and stirring is continued for 2 h. Dilute hydrochloric acid is added to the cooled mixture. Ethyl acetate is added to dissolve the product. The layers are separated and the aqueous phase is extracted with ethyl acetate. The combined organic phases are dried and the solvents are evaporated. The product is recrystallized from toluene. The yield is 17 g, 93%.

Workup

  1. dissolutionto dissolve the product
  2. customThe layers are separated
  3. extractionthe aqueous phase is extracted with ethyl acetate
  4. customThe combined organic phases are dried
  5. customthe solvents are evaporated
  6. customThe product is recrystallized from toluene

Sources & evidence

ORD record
ord-a1b5f706a7594fadb6516a3c7fbaadf0
Source dataset
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06875775B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes