Ammonia → Methyl 3-amino-2-chloro-2-pentenoate

HRID 259800Notes

Reaction equation

HRID 259800 reaction equation
[NH3:1].[Cl:2][CH:3]([C:8](=O)[CH2:9][CH3:10])[C:4]([O:6][CH3:7])=[O:5]>CO>[NH2:1][C:8]([CH2:9][CH3:10])=[C:3]([Cl:2])[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 545096Methyl 2-chloro-3-oxopentanoate

Product 1

HCID 86749529Methyl 3-amino-2-chloro-2-pentenoateYield 87.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

Dry NH3 gas is passed through a solution of 376.3 g (2.064 mol) of methyl 2-chloro-3-oxovalerate in 100 ml of methanol while stirring at 65° C. for 3 h. The solvent is removed in vacuo, the residue is taken up in diisopropyl ether, the solution is filtered through sea sand, and the solvent is evaporated. Yield: 87.6% [GC]

Workup

  1. customThe solvent is removed in vacuo
  2. filtrationthe solution is filtered through sea sand
  3. customthe solvent is evaporated

Sources & evidence

ORD record
ord-4012ff87265f45b6a36a65cd7d2a1643
Source dataset
uspto-grants-1996_06
Patent number
US05523404

Reaction notes

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