Ethanol → 1-(1-Methyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acid

HRID 559315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 559315
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]([C:14]2([CH3:17])[CH2:16][CH2:15]2)=[O:13])[CH2:8][CH2:7]1)=[O:5])C.C1COCC1.CCO.O[Li].O>O>[CH3:17][C:14]1([C:12]([N:9]2[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]2)=[O:13])[CH2:15][CH2:16]1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 594381441-(1-Methyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acid ethyl ester

Produkt 1

HCID 594381681-(1-Methyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acidAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-(1-Methyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acid ethyl ester (26.09 g, 0.109 mol) in 500 mL of a mixture of THF, EtOH and H2O) (1/1/1) was added LiOH.H2O) (6.86 g, 0.163 mol). After one hour at RT, the solvent were evaporated and the residue taken up in CH2Cl2 and the organic phase was washed with aqueous HCl 1M. The organic phases were dried over Na2SO4 and evaporated under vacuo to gave 19.8 g (86%) of the title compound as a white solid. ES-MS m/e: 212.1 (M+H+).

Aufarbeitung

  1. customthe solvent were evaporated
  2. washthe organic phase was washed with aqueous HCl 1M
  3. dry with materialThe organic phases were dried over Na2SO4
  4. customevaporated under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-03c2f434127844a6b6995933c471b65c
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063075B2

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