1,1-Dimethylethyl 2-(2-methylpropyl)-4,6-dioxo-1-piperidinecarboxylate → 6-(2-methylpropyl)piperidine-2,4-dione

HRID 1963108Notes

Reaction equation

HRID 1963108 reaction equation
[CH2:1]([CH:5]1[CH2:10][C:9](=[O:11])[CH2:8][C:7](=[O:12])[N:6]1C(OC(C)(C)C)=O)[CH:2]([CH3:4])[CH3:3]>O1CCOCC1.Cl>[CH2:1]([CH:5]1[NH:6][C:7](=[O:12])[CH2:8][C:9](=[O:11])[CH2:10]1)[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 1

HCID 251935051,1-Dimethylethyl 2-(2-methylpropyl)-4,6-dioxo-1-piperidinecarboxylate

Product 1

HCID 52466806-(2-methylpropyl)piperidine-2,4-dioneYield 74%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl 2-isobutyl-4,6-dioxopiperidine-1-carboxylate (30 g, 0.114 mol) in dry 1,4 dioxane (300 mL), HCl (3 M in 1,4 dioxane, 100 mL) was added and stirred at room temperature for 3 h. The reaction mixture was concentrated and purified by crystallization using diethyl ether to yield 6-isobutyl-piperidine-2,4-dione (14 g, 74%) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by crystallization

Sources & evidence

ORD record
ord-28b3f65439014170881e12cb196dcaf2
Source dataset
uspto-grants-2013_04
Patent number
US08415378B2

Reaction notes

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