Ethyl formate → HCID 21094280, compound

HRID 1350070Notes

Reaction equation

HRID 1350070 reaction equation
Cl.[NH2:2][CH2:3][CH:4]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=1)[CH2:5][CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].[CH:21](OCC)=[O:22]>CCOCC>[CH:21]([NH:2][CH2:3][CH:4]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=1)[CH2:5][CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:22]

Participants

4

Reactant 2

HCID 8025Ethyl formateHCID 21094278HCID 21094278, compound

Product 1

HCID 21094280HCID 21094280, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The amine obtained in Step B, in the form of a base (6.4 g; 27 mmol), is dissolved in 60 ml of ethyl formate. The reaction mixture is heated at reflux for 6 hours with stirring and then evaporated under reduced pressure. The residue obtained is taken up in ether. The organic phase is then washed in succession with acidic water (1N HCl), water, and a 10% hydrogen carbonate solution, subsequently dried over magnesium sulphate, filtered and evaporated under reduced pressure to yield the title product in the form of a yellow oil.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 6 hours
  3. customevaporated under reduced pressure
  4. customThe residue obtained
  5. washThe organic phase is then washed in succession with acidic water (1N HCl), water
  6. dry with materiala 10% hydrogen carbonate solution, subsequently dried over magnesium sulphate
  7. filtrationfiltered
  8. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-19418ba4e0034aab85c08724508fc78f
Source dataset
uspto-grants-2007_05
Patent number
US07214689B2

Reaction notes

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