Ammonium Acetate → Ethyl 3-amino-2-chloro-4-methyl-2-pentenoate

HRID 259803Notes

Reaction equation

HRID 259803 reaction equation
[Cl:1][CH:2]([C:8](=O)[CH:9]([CH3:11])[CH3:10])[C:3]([O:5][CH2:6][CH3:7])=[O:4].C([O-])(=O)C.[NH4+:17]>CO>[NH2:17][C:8]([CH:9]([CH3:11])[CH3:10])=[C:2]([Cl:1])[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 9877606Ethyl 2-chloro-4-methyl-3-oxopentanoate

Product 1

HCID 86749531Ethyl 3-amino-2-chloro-4-methyl-2-pentenoateYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

59.5 g (0.31 mol) of ethyl 2-chloro-4-methyl-3-oxo-pentanoate are reacted with 59.8 g (0.78 mol) of ammonium acetate in 120 ml of methanol and worked up in analogy to Example 2. Yield: 88.0% [GC]

Sources & evidence

ORD record
ord-890cfefd4e874537ba30aac96aa2c748
Source dataset
uspto-grants-1996_06
Patent number
US05523404

Reaction notes

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