Diethyl (ethoxymethylene)malonate → HCID 21473361, compound

HRID 2293981Notes

Reaction equation

HRID 2293981 reaction equation
[F:1][C:2]1[C:3]([O:9][CH:10]([F:12])[F:11])=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].C(O[CH:16]=[C:17]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:18]([O:20][CH2:21][CH3:22])=[O:19])C>CCCCCC>[CH2:26]([O:25][C:23]([C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:16][NH:5][C:4]1[CH:6]=[CH:7][CH:8]=[C:2]([F:1])[C:3]=1[O:9][CH:10]([F:11])[F:12])=[O:24])[CH3:27]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 21473351HCID 21473351, compound

Product 1

HCID 21473361HCID 21473361, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 22.4 g (0.127 mole) of 3-fluoro-2-difluoromethoxyaniline obtained as described above and 27.4 g (0.127 mole) of diethyl ethoxymethylenemalonate was heated at 120° C. for 5 hours. The mixture was cooled to room temperature, n-hexane was added thereto, and the mixture was filtered. Products collected by filtration was washed with n-hexane and dried to obtain 37.5 g of N-(2,2-diethoxycarbonylvinyl)-3-fluoro-2-difluoromethoxyaniline as white powder.

Workup

  1. customobtained
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationthe mixture was filtered
  4. filtrationProducts collected by filtration
  5. washwas washed with n-hexane
  6. customdried

Sources & evidence

ORD record
ord-317d605ba851447ab1e72cfc90a6d0dc
Source dataset
uspto-grants-1997_11
Patent number
US05688791

Reaction notes

Loading…