Sodium Methoxide → 2-Piperidinone, 3-amino-3-(difluoromethyl)-

HRID 1648828Notes

Reaction equation

HRID 1648828 reaction equation
Cl.Cl.[F:3][CH:4]([F:15])[C:5]([NH2:14])([CH2:10][CH2:11][CH2:12][NH2:13])[C:6](OC)=[O:7].C[O-].[Na+]>CO>[NH2:14][C:5]1([CH:4]([F:15])[F:3])[CH2:10][CH2:11][CH2:12][NH:13][C:6]1=[O:7]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 19966339HCID 19966339, compound

Product 1

HCID 5746312-Piperidinone, 3-amino-3-(difluoromethyl)-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of (±)-methyl 2-difluoromethyl-2,5-diaminopentanoate dihydrochloride (2.7 g) in dry methanol (30 ml) is added under nitrogen 2 equivalents of sodium methylate in methanol (0.46 g of sodium in 20 ml of methanol). The reaction mixture is stirred for 3 hours at room temperature, then the solvent is evaporated under reduced pressure. The residue is extracted with ether to yield crude (±)-3-amino-3-difluoromethyl-2-piperidone which is purified either by crystallization from CHCl3 /pentane (m.p. 149° C.) or by distillation (b.p. 135° C./0.05 mm Hg).

Workup

  1. customthe solvent is evaporated under reduced pressure
  2. extractionThe residue is extracted with ether

Sources & evidence

ORD record
ord-2cd96121f06c43b5b1d8b871a127bb03
Source dataset
uspto-grants-1983_11
Patent number
US04413141

Reaction notes

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