Hydrochloric Acid → HCID 14012556, compound

HRID 652854Notes

Reaction equation

HRID 652854 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[Al+3].[Cl-].[Cl-].[Cl-].[Cl:16][C:17]1[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=1[O:24][CH3:25].Cl>ClCCCl.CCCCCC>[Cl:23][C:22]1[C:17]([Cl:16])=[C:18]([O:24][CH3:25])[CH:19]=[CH:20][C:21]=1[C:4]([C:3]1[CH:7]=[CH:8][C:9]([F:11])=[CH:10][C:2]=1[F:1])=[O:5]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 161262,3-DichloroanisoleHCID 5880812,4-Difluorobenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 14012556HCID 14012556, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolvent2×HCID 8058HexaneSolvent

Conditions

Temperature
43 °C

Procedure

To a solution of 52.23 g of 2,4-difluorobenzoylchloride in 200 ml of 1,2-dichloroethane, 40 g of AlCl3 is added over a 30 minute period. A solution of 48.3 g of 2,3-dichloroanisole in 100 ml 1,2-dichloroethane is added dropwise. There is a slow evolution of gas and the temperature rises to approximately 30° C. The reaction mixture is warmed to 43° C. and the gas continues to evolve for approximately 30 minutes. The mixture is poured over concentrated HCl and ice. The organic layer is separated and the aqueous layer is extracted two times with CHCl3. The combined organic layers are washed with water, dried (Na2SO4) and evaporated to give an oil. Trituration with hexane yields 2,3-dichloro-4-methoxy-2',4'-difluorobenzophenone which is recrystallized from ether, mp 139°-141° C.

Workup

  1. customrises to approximately 30° C
  2. customThe organic layer is separated
  3. extractionthe aqueous layer is extracted two times with CHCl3
  4. washThe combined organic layers are washed with water
  5. dry with materialdried (Na2SO4)
  6. customevaporated
  7. customto give an oil

Sources & evidence

ORD record
ord-5ba457574fb7426ab432b077d670368d
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

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