Acetone → 1-(2-Hydroxy-3-n-hexadecyloxypropyl)-4-phenylpiperidine

HRID 1106280Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1106280
[C:1]1([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O1CC1C[CH:16]([O:32][CH:33]([CH2:49][CH:50]1OC1)CCCCCCCCCCCCCCC)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].CC(C)=[O:56]>>[OH:56][CH:49]([CH2:33][O:32][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:50][N:10]1[CH2:9][CH2:8][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:12][CH2:11]1

Komponenten

4

Edukt 3

HCID 180AcetoneHCID 698734-PhenylpiperidineHCID 180000852,3-Epoxypropyl-n-hexadecylether

Produkt 1

HCID 130378071-(2-Hydroxy-3-n-hexadecyloxypropyl)-4-phenylpiperidineAusbeute 50 %

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

4-Phenylpiperidine (1.8 g, 0.011 mol) and 2,3-epoxypropyl-n-hexadecylether (2.98 g, 0.01 mol) were combined and heated to 180° C. for 30 minutes. The reaction mixture was cooled, acetone was added, and the mixture was stirred for 16 hours. The resulting solids were collected and recrystallized from hot acetone to give pure product (2.3 g, 50% yield): mp 64°-65° C.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. customThe resulting solids were collected
  3. customrecrystallized from hot acetone

Quellen und Nachweise

ORD-Eintrag
ord-207c117be1824010b98f68cbc36017a4
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04312877

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