Piperidine → 1-[3-(4-Iodophenoxy)propyl]piperidine

HRID 1095830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1095830
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([I:12])=[CH:8][CH:7]=1.[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>>[I:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH2:3][CH2:2][N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)=[CH:7][CH:8]=1

Komponenten

3

Edukt 2

HCID 8082PiperidineHCID 158955201-(3-Chloropropoxy)-4-iodobenzene

Produkt 1

HCID 23047731-[3-(4-Iodophenoxy)propyl]piperidineAusbeute 72,1 %

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

1-[(3-chloropropyl)oxy]-4-iodobenzene (10 g, 33.7 mmol) and piperidine (2.87 g, 67.4 mmol) were mixed, and stirred at 85° C. for 4 hours. After cooled to room temperature, this was concentrated, and the residue was dissolved in ethyl acetate, washed with aqueous saturated sodium hydrogencarbonate solution and saturated saline, and the organic layer was dried with sodium sulfate. The solvent was evaporated off, and the residue was purified through silica gel column chromatography (eluate: ethyl acetate/hexane=50/50 to chloroform/methanol=10/1) to obtain the entitled compound (8.39 g, 72%) as a brown solid.

Aufarbeitung

  1. temperatureAfter cooled to room temperature
  2. concentrationthis was concentrated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washwashed with aqueous saturated sodium hydrogencarbonate solution and saturated saline
  5. dry with materialthe organic layer was dried with sodium sulfate
  6. customThe solvent was evaporated off
  7. customthe residue was purified through silica gel column chromatography (eluate: ethyl acetate/hexane=50/50 to chloroform/methanol=10/1)

Quellen und Nachweise

ORD-Eintrag
ord-caa1868cda204496aeafa1ddeaad0e28
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138206B2

Notizen zur Reaktion

Wird geladen…