Diketene → n-(4-(4,4-Diphenylpiperidin-1-yl)butyl)acetoacetamide

HRID 396622Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 396622
[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][C:15]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:14][CH2:13]1>C1COCC1>[C:18]1([C:15]2([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:14][CH2:13][N:12]([CH2:11][CH2:10][CH2:9][CH2:8][NH:7][C:4](=[O:5])[CH2:3][C:2]([CH3:1])=[O:6])[CH2:17][CH2:16]2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Komponenten

4

Edukt 2

HCID 12661DiketeneHCID 230041441-(4-Aminobutyl)-4,4-diphenylpiperidine

Produkt 1

HCID 10596702n-(4-(4,4-Diphenylpiperidin-1-yl)butyl)acetoacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Diketene (1.68 mL, 21.9 mmol, 1.50 equiv) was added at 0° C. to a stirred solution of 1-(4-aminobutyl)-4,4-diphenylpiperidine (4.50 g, 14.6 mmol, 1.00 equiv) in anhydrous THF (40 mL) under argon, and stirring was continued at room temperature for 1.5 hours. The mixture was concentrated and the residual oil washed with hexane (3×50 mL) to give 5.17 g (90%) of light yellow oil, which was characterized spectroscopically and used for the next reaction without purification.

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. washthe residual oil washed with hexane (3×50 mL)
  3. customto give 5.17 g (90%) of light yellow oil, which
  4. customused for the next reaction without purification

Quellen und Nachweise

ORD-Eintrag
ord-ad621fca3bae41bda0f3213ef084b855
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608086B2

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