Bis(2-chloroethyl)amine hydrochloride → 1-[4-[(4-Fluorophenyl)methyl]phenyl]piperazine

HRID 952

Reaktionsgleichung

Reaktionsgleichung von HRID 952
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.Cl.Cl[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]Cl>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([N:13]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[CH:14][CH:15]=2)=[CH:6][CH:7]=1

Komponenten

3

Edukt 2

HCID 522769Bis(2-chloroethyl)amine hydrochlorideHCID 225999654-[(4-Fluorophenyl)methyl]aniline

Produkt 1

HCID 15199981-[4-[(4-Fluorophenyl)methyl]phenyl]piperazineAusbeute 75 %

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 500 mg of 4-(4-fluorophenyl) methylaniline and 445 mg of bis(2-chloroethyl)amine hydrochloride was stirred at 100° C. for 2 hours, then gradually raised in temperature to 200° C. and then further stirred for 2 hours. This was then cooled to room temperature, then the product was purified by silica gel column chromatography (chloroform:methanol:water (2% acetic acid)=65:35:5) to obtain the above-referenced compound (5) in an amount of 503 mg (yield of 75%).

Aufarbeitung

  1. temperaturegradually raised in temperature to 200° C.
  2. stirringfurther stirred for 2 hours
  3. temperatureThis was then cooled to room temperature
  4. customthe product was purified by silica gel column chromatography (chloroform:methanol:water (2% acetic acid)=65:35:5)

Quellen und Nachweise

ORD-Eintrag
ord-bf89635c7d584db89b9fd587daa3d2c0
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723475

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