Sodium Hydroxide → HCID 66887413, compound

HRID 252386Notes

Reaction equation

HRID 252386 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([C:14]([C:17]([O:19]C)=[O:18])([CH3:16])[CH3:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([C:14]([C:17]([OH:19])=[O:18])([CH3:16])[CH3:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66889038HCID 66889038, compound

Product 1

HCID 66887413HCID 66887413, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

1.045 g of (R)-3-(1-methoxycarbonyl-1-methyl-ethyl)-piperidine-1-carboxylic acid tert-butyl ester is taken up in 5 ml of methanol and the mixture is admixed with 5 ml of 3M NaOH. The mixture is then stirred at 60° C. for 20 hours. The methanol is removed in vacuo and the aqueous residue acidified with 2M HCl to pH 2-3. The mixture is extracted with ethyl acetate (3×) and the combined extracts are washed with brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a colourless oil which can be used without further purification.

Workup

  1. customThe methanol is removed in vacuo
  2. extractionThe mixture is extracted with ethyl acetate (3×)
  3. washthe combined extracts are washed with brine
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-abb15c3ffbf84cfea28263e55d399725
Source dataset
uspto-grants-2011_01
Patent number
US07868036B2

Reaction notes

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