Ethyl 1-phenylpiperidine-4-carboxylate → 1-Phenylpiperidine-4-carbaldehyde

HRID 1068428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1068428
[C:1]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)(OCC)=[O:2].[H-].C([Al+]CC(C)C)C(C)C>C1COCC1.C1(C)C=CC=CC=1>[CH:1]([CH:6]1[CH2:7][CH2:8][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:10][CH2:11]1)=[O:2]

Komponenten

5

Edukt 2

HCID 6470Ethyl 1-phenylpiperidine-4-carboxylateHCID 21225700Diisobutylaluminumhydride

Produkt 1

HCID 138429921-Phenylpiperidine-4-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

The product from Example 28, Step C is dissolved in THF and cooled to −78° C. under nitrogen. A solution of diisobutylaluminum hydride (1 eq.) in toluene is added dropwise. After 30 min, the reaction is quenched with saturated sodium potassium tartrate solution. The mixture is extracted with ethyl acetate, and the organic phase washed with saturated brine, and dried over MgSO4. Filtration and concentration provides the title compound

Aufarbeitung

  1. customthe reaction is quenched with saturated sodium potassium tartrate solution
  2. extractionThe mixture is extracted with ethyl acetate
  3. washthe organic phase washed with saturated brine
  4. dry with materialdried over MgSO4
  5. filtrationFiltration and concentration

Quellen und Nachweise

ORD-Eintrag
ord-4c33572b981449f3a3679a6c3c1f1327
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06248756B1

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