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

HRID 322126Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 322126
[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-ed18cbe121cb4f00b5f0e7f0b0ed2753
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211198B1

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