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

HRID 259797Notes

Reaction equation

HRID 259797 reaction equation
[NH3:1].[Cl:2][CH:3]([C:8](=O)[CH2:9][CH3:10])[C:4]([O:6][CH3:7])=[O:5]>>[NH2:1][C:8]([CH2:9][CH3:10])=[C:3]([Cl:2])[C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 2

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

Product 1

HCID 86749529Methyl 3-amino-2-chloro-2-pentenoateYield 80%

Procedure

Dry NH3 gas is passed through 48.9 g (0.30 mol) of methyl 2-chloro-3-oxovalerate at 70° C. for a period of 2 h. After removal of volatile constituents in vacuo, the crude product is dissolved in diisopropyl ether and washed with a little ice water. After drying over MgSO4, the solvent is removed in vacuo. Yield: 80.0% [GC]

Workup

  1. customAfter removal of volatile constituents in vacuo
  2. dissolutionthe crude product is dissolved in diisopropyl ether
  3. washwashed with a little ice water
  4. dry with materialAfter drying over MgSO4
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-91b8db3807ed4581804a94979f1315e2
Source dataset
uspto-grants-1996_06
Patent number
US05523404

Reaction notes

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