Sulfuric Acid → HCID 22077298, compound

HRID 2209986Notes

Reaction equation

HRID 2209986 reaction equation
[Mg].[C:2]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[F:13][C:14]1[C:22]([C:23]([F:26])([F:25])[F:24])=[C:21]([F:27])[CH:20]=[CH:19][C:15]=1[C:16](Cl)=[O:17].S(=O)(=O)(O)O>C(Cl)(Cl)(Cl)Cl.C(O)C.C1(C)C=CC=CC=1>[F:13][C:14]1[C:22]([C:23]([F:24])([F:25])[F:26])=[C:21]([F:27])[CH:20]=[CH:19][C:15]=1[C:16]([CH:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:2]([O:10][CH2:11][CH3:12])=[O:9])=[O:17]

Participants

8

Reactant 4

HCID 1118Sulfuric AcidHCID 7761Diethyl MalonateHCID 5462224MagnesiumHCID 19035209HCID 19035209, compound

Product 1

HCID 22077298HCID 22077298, compound

Reagents, catalysts & solvents 3

HCID 5943Carbon TetrachlorideCatalystHCID 702EthanolSolvent2×HCID 1140TolueneSolvent2×

Procedure

2.15 g (0.09 mol) of magnesium filings are introduced into 4.8 ml of ethanol, the reaction is started up using a few drops of carbon tetrachloride, and a solution of 12.8 g (0.075 mol) of diethyl malonate in 9 ml of ethanol and 35 ml of toluene is subsequently added dropwise in such a manner that the internal temperature is between 50 and 60° C. Stirring is then continued for one hour at 60° C. A solution of 20.0 g (0.082 mol) of 2,4-difluoro-3-trifluoromethylbenzoyl chloride in 9 ml of toluene is added dropwise at -10° to -5° C., and stirring is continued for one hour at 0° C. and subsequently while the mixture comes to room temperature. The batch is poured into 35 ml of ice-water, treated with 5.7 ml of concentrated sulphuric acid, and the mixture is extracted using toluene. The toluene phase is washed using saturated sodium chloride solution, and the solvent is removed in vacuo.

Workup

  1. customis between 50 and 60° C
  2. stirringstirring
  3. waitis continued for one hour at 0° C. and subsequently while the mixture
  4. customcomes to room temperature
  5. extractionthe mixture is extracted
  6. washThe toluene phase is washed
  7. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-304a94b2b923489a98983ad1745a7540
Source dataset
uspto-grants-1995_10
Patent number
US05457104

Reaction notes

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