HCID 178450495, compound → HCID 10337874, compound

HRID 1647454Notes

Reaction equation

HRID 1647454 reaction equation
C(O[C:4](=[O:29])[C:5]([C:24](=[O:28])[CH2:25][CH2:26][CH3:27])=[CH:6][NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][O:15][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:9]=1)C>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:24]([C:5]1[C:4](=[O:29])[C:13]2[C:8](=[CH:9][C:10]([CH2:14][O:15][C:16](=[O:23])[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:11][CH:12]=2)[NH:7][CH:6]=1)(=[O:28])[CH2:25][CH2:26][CH3:27]

Participants

3

Reactant 1

HCID 178450495HCID 178450495, compound

Product 1

HCID 10337874HCID 10337874, compoundYield 34.6%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Ethyl-2-butyryl-3-(3-benzoyloxymethylphenylamino)-acrylate (34.37 g, 86.9 mmol) was added portionwise to refluxing diphenyl ether (300 ml) then heated at reflux for 1 hour. After cooling, petroleum ether (b.p. 40°-60°) was added, and the precipitated solid filtered off. Purification by column chromatography (silica, methanol-chloroform) gave the title compound as a solid (10.52 g) m.p. 228°-31°, from dichloromethane.

Workup

  1. temperaturethen heated
  2. temperatureat reflux for 1 hour
  3. temperatureAfter cooling
  4. filtrationthe precipitated solid filtered off
  5. customPurification by column chromatography (silica, methanol-chloroform)

Sources & evidence

ORD record
ord-40977d21ff4340a3aec06519e1f9b09d
Source dataset
uspto-grants-1995_07
Patent number
US05432182

Reaction notes

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