Potassium Carbonate → HCID 67545855, compound

HRID 2407491Notes

Reaction equation

HRID 2407491 reaction equation
[CH2:1]([O:8][C:9]([C:11]1([C:24]([OH:26])=[O:25])[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:34][C:35](=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37]>CC(=O)CC>[CH3:37][C:36]([CH3:39])([CH3:38])[C:35](=[O:40])[CH2:34][O:25][C:24]([C:11]1([C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:10])[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:22])([CH3:23])[CH3:21])=[O:18])[CH2:12]1)=[O:26]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 21642BromopinacoloneHCID 67544807HCID 67544807, compound

Product 1

HCID 67545855HCID 67545855, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of piperidine-1,3,3-tricarboxylic acid 1-tert-butyl 3-benzyl ester (2.85 g 7.85 mmol), potassium carbonate (1.4 g 10 mmol) and bromopinacolone (1.73 mL 17 mmol) in butan-2-one is stirred at room temperature for 6 h. The mixture is washed with water, dried over magnesium sulphate and concentrated under reduced pressure. After purification by column chromatography, the product is crystallized in heptane to give piperidine-1,3,3-tricarboxylic acid 1-tert-butyl 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester melting at 60° C.

Workup

  1. washThe mixture is washed with water
  2. dry with materialdried over magnesium sulphate
  3. concentrationconcentrated under reduced pressure
  4. customAfter purification by column chromatography
  5. customthe product is crystallized in heptane

Sources & evidence

ORD record
ord-c2b45f50989c47f298a282e578351e95
Source dataset
uspto-grants-2014_08
Patent number
US08809539B2

Reaction notes

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