Acetonitrile → HCID 13448027, compound

HRID 1086588Notes

Reaction equation

HRID 1086588 reaction equation
[C:1](=[O:4])([O-:3])[O-].[K+].[K+].Cl[CH2:8][CH:9]=[CH:10]C.[CH:12]([NH:14][CH:15]([C:21]([O-])=O)[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:13].[C:24](#N)[CH3:25]>CCOCC>[CH:12]([NH:14][C:15]([CH2:21][C:9]([CH3:8])=[CH2:10])([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:1]([O:3][CH2:24][CH3:25])=[O:4])=[O:13]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 11589Crotyl chlorideHCID 85670808HCID 85670808, compound

Product 1

HCID 13448027HCID 13448027, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherCatalyst

Procedure

A mixture of 40 g of potassium carbonate, 0.380 g of couronne 18 crown 6 ether catalyst and 39.9 g of chloromethylpropene was added to a solution of 30 g of ethyl formamidomalonate in 300 ml of acetonitrile and the mixture was refluxed for 3 hours and was filtered. The mixture was evaporated to dryness, cooled to 0° to -5° C. and was taken up in 10 ml of isopropyl ether. The mixture was filtered and the product was washed with isopropyl ether and dried under reduced pressure to obtain 25.2 g of the expected melting at ≈72° C.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. filtrationwas filtered
  3. customThe mixture was evaporated to dryness
  4. temperaturecooled to 0° to -5° C.
  5. filtrationThe mixture was filtered
  6. washthe product was washed with isopropyl ether
  7. customdried under reduced pressure
  8. customto obtain 25.2 g of the expected melting at ≈72° C.

Sources & evidence

ORD record
ord-112b8373f9524c0b82be9d4c25e37460
Source dataset
uspto-grants-1991_07
Patent number
US05030715

Reaction notes

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