Ethyl formate → HCID 15029813, compound

HRID 847249Notes

Reaction equation

HRID 847249 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][CH2:8][CH:9]2[CH2:14][NH2:15].[CH:16](OCC)=[O:17]>C1(C)C=CC=CC=1>[CH:16]([NH:15][CH2:14][CH:9]1[C:10]2[C:5](=[C:4]([O:3][CH3:2])[CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:7][CH2:8]1)=[O:17]

Participants

4

Reactant 2

HCID 8025Ethyl formateHCID 19098380HCID 19098380, compound

Product 1

HCID 15029813HCID 15029813, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The product from Example 14 was converted to its free base (3.4 g) and dissolved into toluene (30 ml). Ethyl formate (5 ml) was added and the reaction stirred at reflux for 5 hr. The solvent was removed to afford a solid. Recrystallization from Et2O/CH2Cl2 afforded 3.07 g of desired product. Anal. calcd. for C13H17NO2 ; C, 71 21; H, 7.81; N, 6.39. Found: C, 71.26; H, 7.82; N, 6.41.

Workup

  1. temperatureat reflux for 5 hr
  2. customThe solvent was removed
  3. customto afford a solid
  4. customRecrystallization from Et2O/CH2Cl2

Sources & evidence

ORD record
ord-07928f47b38c4e649548943be1718e80
Source dataset
uspto-grants-1992_08
Patent number
US05140040

Reaction notes

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