Ammonium Acetate → CID 85348713

HRID 2424908Notes

Reaction equation

HRID 2424908 reaction equation
O=[C:2]([CH2:9][CH2:10][CH2:11][CH3:12])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].C([O-])(=O)C.[NH4+:17]>C(O)C>[NH2:17][C:2]([CH2:9][CH2:10][CH2:11][CH3:12])=[CH:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 559036Ethyl 3-oxoheptanoate

Product 1

HCID 85348713CID 85348713Yield 94.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 3-oxoheptanoate (8.28 g, 48.13 mmol) and ammonium acetate (18.55 g, 240 mmol) were stirred in ethanol (80 ml) at room temperature for 96 hours. The solvent was evaporated and the residue stirred in dichloromethane (100 ml) for 30 minutes. The solid formed was filtered and the filtrate was washed with water (50 ml), saturated brine (50 ml) and dried over MgSO4 filtered and evaporated to give ethyl 3-aminohept-2-enoate (7.8 g, 94%) as a pale yellow oil.

Workup

  1. customThe solvent was evaporated
  2. customThe solid formed
  3. filtrationwas filtered
  4. washthe filtrate was washed with water (50 ml), saturated brine (50 ml)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-56b7a281f8eb4c8c831900b44aa870af
Source dataset
uspto-grants-2011_06
Patent number
US07964618B2

Reaction notes

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