Dimethylformamide → 4-(4-Methoxy-carbonyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

HRID 1050964

Reaktionsgleichung

Reaktionsgleichung von HRID 1050964
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][C:17](C(O)=O)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].IC.[C:25](=[O:28])([O-])[O-].[K+].[K+].CN([CH:34]=[O:35])C>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([CH:14]2[CH:15]=[CH:16][C:17]([O:35][CH3:34])=[CH:18][C:19]2=[C:25]=[O:28])[CH2:12][CH2:13]1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Komponenten

5

Edukt 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 224928594-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 1182724314-(4-Methoxy-carbonyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Versuchsvorschrift

To a solution of 4-(4-carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (828 mg, 2.71 mmol) in DMF (5 ml) are added iodomethane (577 mg, 4.07 μl) and potassium carbonate (375 mg, 2.71 mmol) and the reaction mixture is stirred for 4 hours at room temperature. The reaction mixture is evaporated and the residue is treated with dichloromethane. The solids are filtered off and the filtrate is evaporated to dryness to afford 4-(4-methoxy-carbonyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester as yellow solid; HPLC/MS 2.21 min (A), [M-tBu] 264.

Aufarbeitung

  1. customThe reaction mixture is evaporated
  2. additionthe residue is treated with dichloromethane
  3. filtrationThe solids are filtered off
  4. customthe filtrate is evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-5b6c8380a4cc400898f493f1c5eab4df
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09388142B2

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