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Water → 1-(4-Fluoro-2-methoxyphenyl)piperazine

HRID 1384841
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1384841
O.Cl.[F:3][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[C:6]([O:11][CH3:12])[CH:5]=1.Cl.Cl[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]Cl>ClC1C=CC=CC=1>[F:3][C:4]1[CH:10]=[CH:9][C:7]([N:8]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[C:6]([O:11][CH3:12])[CH:5]=1
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Komponenten

5

Edukt 3

HCID 962WaterHCID 522769Bis(2-chloroethyl)amine hydrochlorideHCID 211838464-Fluoro-2-methoxyaniline hydrochloride

Produkt 1

HCID 104886541-(4-Fluoro-2-methoxyphenyl)piperazineAusbeute 25 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel2×

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

9 ml of chlorobenzene and H2O were distilled from a solution of 1.14 g of p-TosOH (6.03×10−3 moles) in 200 ml of chlorobenzene. The solution was cooled to 20° C. and then 1.19 g of 4-fluor-2-methoxyaniline hydrochloride (6.7×10−3 moles) and 1.31 g of bis (2-chloroethyl)amine hydrochloride (7.36×10−3 moles) were added. The reaction was held under reflux for 72 hours after which the solvent was removed and the residue was extracted with 5 ml of NaOH 2N and 30 ml of toluene. The organic phase was washed with H2O, was dried with Na2SO4 and the toluene was removed. The product was purified by silica column using dichloromethane/MeOH (9:1) as mobile phase. An oil was obtained. Yield: 25%.

Aufarbeitung

  1. temperatureunder reflux for 72 hours after which the solvent
  2. customwas removed
  3. extractionthe residue was extracted with 5 ml of NaOH 2N and 30 ml of toluene
  4. washThe organic phase was washed with H2O
  5. dry with materialwas dried with Na2SO4
  6. customthe toluene was removed
  7. customThe product was purified by silica column
  8. customAn oil was obtained

Quellen und Nachweise

ORD-Eintrag
ord-c557cffd5cd54ab384ce3a75a9b6c4f2
Quelldatensatz
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06262056B1

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