Sodium Hydroxide → 1-(Cyclopropylcarbonyl)piperidine-4-carboxylic acid

HRID 1260965

Reaktionsgleichung

Reaktionsgleichung von HRID 1260965
[CH:1]1([C:4]([N:6]2[CH2:11][CH2:10][CH:9]([C:12]([O:14]CC)=[O:13])[CH2:8][CH2:7]2)=[O:5])[CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[CH:1]1([C:4]([N:6]2[CH2:7][CH2:8][CH:9]([C:12]([OH:14])=[O:13])[CH2:10][CH2:11]2)=[O:5])[CH2:2][CH2:3]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 10036613Ethyl 1-(cyclopropylcarbonyl)piperidine-4-carboxylate

Produkt 1

HCID 89029151-(Cyclopropylcarbonyl)piperidine-4-carboxylic acidAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of the compound (6.3 g) obtained in step 4 in ethanol (30 mL) was added 4N aqueous sodium hydroxide solution (35 mL), and the mixture was stirred at room temperature for 22 hr. The reaction mixture was concentrated under reduced pressure, and made acidic with 6N hydrochloric acid. The resultant product was extracted with ethyl acetate, the organic layer was washed with brine and dried, and the solvent was evaporated under reduced pressure to give 1-(cyclopropylcarbonyl)piperidine-4-carboxylic acid (5.21 g, 95%) as a pale yellow powder.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. extractionThe resultant product was extracted with ethyl acetate
  3. washthe organic layer was washed with brine
  4. customdried
  5. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6cd70335563140fd9ea2cbe21af12742
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08470816B2

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