Water → HCID 13015735, compound

HRID 652877Notes

Reaction equation

HRID 652877 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9]C)[CH:4]=1.[F:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14](Cl)=[O:15].[Al+3].[Cl-].[Cl-].[Cl-].O>ClC(Cl)C.C1(C)C=CC=CC=1>[OH:9][C:5]1[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][C:6]=1[C:14]([C:13]1[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=1[F:11])=[O:15]

Participants

7

Reactant 4

HCID 962WaterHCID 90251,3-DimethoxybenzeneHCID 98082-Fluorobenzoyl chlorideHCID 6451240Aluminum(III) Chloride2×

Product 1

HCID 13015735HCID 13015735, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
60 °C

Procedure

m-dimethoxybenzene (27.6 g) and o-fluorobenzoyl chloride (31.7 g) are dissolved in 200 ml of dichloroethane and AlCl3 (28.0 g) is added portionwise. After two hours an additional 56 g of AlCl3 is added and the reaction mixture warmed at 60° C. for 1.5 hours. It is then poured into H2O and extracted with ethylacetate. Drying and evaporation gives a crystalline compound. Trituration with toluene gives 2,4-dihydroxy-2'-fluorobenzophenone, mp 109°-111° C.

Workup

  1. extractionextracted with ethylacetate
  2. customDrying
  3. customevaporation
  4. customgives a crystalline compound

Sources & evidence

ORD record
ord-1a59efe236704c698905c348a0fa53fb
Source dataset
uspto-grants-1987_06
Patent number
US04673746

Reaction notes

Loading…