Sodium Bicarbonate → 1-Benzyl-3,3-difluoropiperidine-4,4-diol

HRID 451558Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 451558
[CH2:1]([N:8]1[CH2:13][C:12]([F:15])([F:14])[C:11](=[O:16])[CH:10](C(OCC)=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(O)=[O:23].[Na+]>Cl>[CH2:1]([N:8]1[CH2:9][CH2:10][C:11]([OH:16])([OH:23])[C:12]([F:14])([F:15])[CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 49761228Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate

Produkt 1

HCID 574158661-Benzyl-3,3-difluoropiperidine-4,4-diol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate (4.272 g, 14.4 mmol) dissolved in 3 N HCl (175 mL) was heated at reflux for 14 hours. The reaction mixture was cooled to room temperature, then solid NaHCO3 was added until pH 8 and extracted three times with ethyl acetate, the combined organic layers were dried over Na2SO4 and the solvents were evaporated. The title compound was obtained as white solid (3.5 g, 100%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 14 hours
  3. extractionextracted three times with ethyl acetate
  4. dry with materialthe combined organic layers were dried over Na2SO4
  5. customthe solvents were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-dab1da1d31fb4a0ca2b2f2cda9c71ec4
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486967B2

Notizen zur Reaktion

Wird geladen…