ethyl N-(2-phenoxyethyl)piperidine-3-carboxylate → N-(2-phenoxyethyl)piperidine-3-carbaldehyde

HRID 962465

Reaktionsgleichung

Reaktionsgleichung von HRID 962465
[H-].C([Al+]CC(C)C)C(C)C.[O:11]([CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH2:23][CH:22]([C:26](OCC)=[O:27])[CH2:21]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1COCC1>[O:11]([CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH2:23][CH:22]([CH:26]=[O:27])[CH2:21]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Komponenten

4

Edukt 2

HCID 19085394ethyl N-(2-phenoxyethyl)piperidine-3-carboxylateHCID 21225700Diisobutylaluminumhydride

Produkt 1

HCID 19085423N-(2-phenoxyethyl)piperidine-3-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Di-isobutylaluminium hydride (13.2 ml of 1.5M solution in toluene) was added to a mixture of ethyl N-(2-phenoxyethyl)piperidine-3-carboxylate (5.0 g) in dry THF (50 ml) at 0° C. under nitrogen with stirring. The mixture was quenched with water (5 ml) and then treated with saturated Rochelles salt solution. The mixture was stirred at room temperature for 30 minutes and then filtered. The filtrate was separated and the organic layer was washed, dried and evaporated to give N-(2-phenoxyethyl)piperidine-3-carbaldehyde as an oil.

Aufarbeitung

  1. customThe mixture was quenched with water (5 ml)
  2. additiontreated with saturated Rochelles salt solution
  3. stirringThe mixture was stirred at room temperature for 30 minutes
  4. filtrationfiltered
  5. customThe filtrate was separated
  6. washthe organic layer was washed
  7. customdried
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-86a32a8d7c7c4ddf816e1c1dd0855d91
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05760035

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