Sodium Hydroxide → (R)-2-Methyl-2-(1-methyl-piperidin-3-yl)-propionic acid

HRID 252387Notes

Reaction equation

C[O:2][C:3](=[O:14])[C:4]([CH3:13])([C@H:6]1[CH2:11][CH2:10][CH2:9][N:8]([CH3:12])[CH2:7]1)[CH3:5].[OH-].[Na+]>CO>[CH3:13][C:4]([C@H:6]1[CH2:11][CH2:10][CH2:9][N:8]([CH3:12])[CH2:7]1)([CH3:5])[C:3]([OH:14])=[O:2]

Participants

Conditions

Temperature: 60 °C

Procedure

0.489 g of (R)-2-methyl-2-(1-methyl-piperidin-3-yl)-propionic acid methyl ester are taken up in 4 ml of methanol and the mixture is admixed with 4 ml of 3M NaOH. The mixture is then stirred at 60° C. for 6 hours. The methanol is removed in vacuo and the aqueous residue acidified with 2M HCl to pH 7. The mixture is concentrated under reduced pressure. The residue is taken up in 10 ml of ethanol and the insoluble salts removed by filtration. Concentration of the filtrate under reduced pressure provides the title compound as a colourless solid which can be used without further purification.

Workup

customThe methanol is removed in vacuo
concentrationThe mixture is concentrated under reduced pressure
customthe insoluble salts removed by filtration

Sources & evidence

ORD record: ord-d52a6931ade74632b5735472a87539ca
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07868036B2

Reaction notes

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