Ammonium Acetate → HCID 20466273, compound

HRID 1904104Notes

Reaction equation

HRID 1904104 reaction equation
[F:1][CH:2]([F:15])[C:3]([C:12](Cl)=[O:13])([CH2:9][CH:10]=[CH2:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5].C([O-])(=O)C.[NH4+:20]>CC(C)=O>[C:12]([C:3]([CH:2]([F:15])[F:1])([CH2:9][CH:10]=[CH2:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5])(=[O:13])[NH2:20]

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 20466301HCID 20466301, compound

Product 1

HCID 20466273HCID 20466273, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of ethyl 2-difluoromethyl-2-chlorocarbonyl-4-pentenoate prepared as in Step A above (3.16 g) in acetone (25 mL) is added ammonium acetate (3.16 g). The mixture is stirred at room temperature for 3 hours. The insoluble material is filtered and the filtrate concentrated at reduced pressure. The residue is dissolved in ether (50 mL). The organic phase is washed with water, brine and dried over magnesium sulfate to give ethyl 2-carbamoyl-2-difluoromethyl-4-pentenoate (2.65 g) as an oil.

Workup

  1. filtrationThe insoluble material is filtered
  2. concentrationthe filtrate concentrated at reduced pressure
  3. dissolutionThe residue is dissolved in ether (50 mL)
  4. washThe organic phase is washed with water, brine
  5. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-7ee529222f8c441a9c185eab00bc9761
Source dataset
uspto-grants-1984_03
Patent number
US04439619

Reaction notes

Loading…