Sodium → HCID 14231037, compound

HRID 1607752Notes

Reaction equation

HRID 1607752 reaction equation
Cl.Cl.[F:3][CH2:4][C:5]([NH2:14])([CH2:10][CH2:11][CH2:12][NH2:13])[C:6](OC)=[O:7].C[O-].[Na+].[Na]>CO>[NH2:14][C:5]1([CH2:4][F:3])[CH2:10][CH2:11][CH2:12][NH:13][C:6]1=[O:7]

Participants

5

Reactant 3

HCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 14579493HCID 14579493, compound

Product 1

HCID 14231037HCID 14231037, compoundYield 68.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of methyl 2-fluoromethyl-2,5-diaminopentanoate dihydrochloride (2.5 g) in methanol (30 ml) is added under nitrogen a solution of sodium methylate (prepared from 0.46 g of sodium in methanol (20 ml). The reaction mixture is stirred for 1 hour at room temperature and then concentrated in vacuo. The residue is taken up in CH2Cl2. The insoluble material is removed by filtration, and the filtrate is concentrated to give 1 g of 3-amino-3-fluoromethyl-2-piperidone: m.p. 132° C. (from CH2CL2 /pentane).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe insoluble material is removed by filtration
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-bc2b0cfc0ce74937860a359bac8461aa
Source dataset
uspto-grants-1989_09
Patent number
US04866206

Reaction notes

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