Hydrochloric Acid → HCID 2726363, compound

HRID 1368939Notes

Reaction equation

HRID 1368939 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

Participants

6

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-5e6b5e8499964153a98ecd0c8fdda0a6
Source dataset
uspto-grants-2003_06
Patent number
US06576645B1

Reaction notes

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