Hexane → HCID 69036029, compound

HRID 452528Notes

Reaction equation

HRID 452528 reaction equation
[C:1]1([C:7]2[N:8]=[CH:9][NH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]([O:16][CH2:17][CH3:18])(=[O:15])[CH:13]=[CH2:14].CCCCCC.CCOC(C)=O>CC#N>[CH2:17]([O:16][C:12](=[O:15])[CH2:13][CH2:14][N:10]1[CH:11]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=[CH:9]1)[CH3:18]

Participants

6

Reactant 4

HCID 8058HexaneHCID 8821Ethyl AcrylateHCID 8857Ethyl AcetateHCID 178418822HCID 178418822, compound

Product 1

HCID 69036029HCID 69036029, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Phenylimidazole (1.884 g, 13 mmol) and KF/Al2O3 (0.113 g, 10 mol %) were dissolved in 30 mL of CH3CN, added with ethyl acrylate (1.301 g, 13 mmol) and stirred at room temperature. Initiation and termination of the reaction were confirmed by TLC (hexane:EtOAc=1:1). Upon completion of the reaction, KF/Al2O3 was filtrated under reduced pressure, water was added to the reaction mixture, and the aqueous phase was extracted with methylene chloride. The organic layer was dried with MgSO4, filtrated and then concentrated under reduced pressure to obtain the target compound.

Workup

  1. filtrationwas filtrated under reduced pressure, water
  2. additionwas added to the reaction mixture
  3. extractionthe aqueous phase was extracted with methylene chloride
  4. dry with materialThe organic layer was dried with MgSO4
  5. filtrationfiltrated
  6. concentrationconcentrated under reduced pressure
  7. customto obtain the target compound

Sources & evidence

ORD record
ord-1b6386a4422143b29441a372b4b50eaa
Source dataset
uspto-grants-2013_07
Patent number
US08492384B2

Reaction notes

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