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Hydrochloric Acid → Tert-butyl 4-(2-pyrrolidin-1-ylacetyl)piperidinecarboxylate

HRID 2112756
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2112756
Br[CH2:2][C:3]([CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1)=[O:4].[NH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1.C(N(CC)CC)C.Cl>O1CCCC1>[N:18]1([CH2:2][C:3]([CH:5]2[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]2)=[O:4])[CH2:22][CH2:21][CH2:20][CH2:19]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 31268PyrrolidineHCID 18187487tert-Butyl 4-(2-Bromoacetyl)piperidine-1-carboxylate

Produkt 1

HCID 23079654Tert-butyl 4-(2-pyrrolidin-1-ylacetyl)piperidinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

Tert-butyl 4-(2-bromoacetyl)piperidinecarboxylate (0.85 g, 2.8 mmol) was dissolved in tetrahydrofuran (8.5 mL), and the solution was mixed with pyrrolidine (0.46 mL, 5.6 mmol) and triethylamine (0.78 mL, 5.6 mmol) with stirring at room temperature, followed by stirring for twenty-four hours. The reaction mixture was mixed with diluted hydrochloric acid (0.5 mol/L, 27 mL) and washed with ethyl acetate. The aqueous layer was adjusted to be basic with an aqueous potassium hydroxide solution added under ice-cooling and was extracted with ethyl acetate. The organic layer was washed with brine, was dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was dried under reduced pressure and thereby yielded tert-butyl 4-(2-pyrrolidin-1-ylacetyl)piperidinecarboxylate (0.72 g, 87%).

Aufarbeitung

  1. stirringby stirring for twenty-four hours
  2. washwashed with ethyl acetate
  3. additionadded under ice-
  4. temperaturecooling
  5. extractionwas extracted with ethyl acetate
  6. washThe organic layer was washed with brine
  7. dry with materialwas dried over anhydrous sodium sulfate
  8. distillationthe solvent was distilled off
  9. customThe residue was dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0b7613d799e14b7dafc3f1d1e201ea05
Quelldatensatz
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07524852B2

Notizen zur Reaktion

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