Triethylamine → 1-Cyclopropanecarbonyl-4-hydroxypiperidine

HRID 1464325Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1464325
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(N(CC)CC)C.[CH:15]1([C:18](Cl)=[O:19])[CH2:17][CH2:16]1>ClCCl>[CH:15]1([C:18]([N:5]2[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]2)=[O:19])[CH2:17][CH2:16]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 79341Piperidin-4-ol

Produkt 1

HCID 149949671-Cyclopropanecarbonyl-4-hydroxypiperidineAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

20 g of 4-hydroxypiperidine was dissolved in 400 ml of dichloromethane, to which 24 g of triethylamine was added. At -60° C., 100 ml of a dichloromethane solution containing 20.7 g of cyclopropanecarbonyl chloride was further added. After completion of the reaction, the reaction solution was extracted with chloroform under salting-out conditions and dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by the use of silica gel column chromatography (elution solvent: dichloroethane), thereby obtaining 32 g of the intended compound (yield 96%).

Aufarbeitung

  1. additionwas added
  2. additionwas further added
  3. customAfter completion of the reaction
  4. extractionthe reaction solution was extracted with chloroform under salting-out conditions
  5. dry with materialdried with anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe resultant residue was purified by the use of silica gel column chromatography (elution solvent: dichloroethane)

Quellen und Nachweise

ORD-Eintrag
ord-1da2947e7aaf4281aa0f6e5a67ab5bd7
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05304553

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