Piperazine → 1-(2,4-Difluorobenzyl)piperazine

HRID 713199Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 713199
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=1[F:16]>C1COCC1>[F:16][C:10]1[CH:11]=[C:12]([F:15])[CH:13]=[CH:14][C:9]=1[CH2:8][N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 4837PiperazineHCID 27369481-(Chloromethyl)-2,4-difluorobenzene

Produkt 1

HCID 27828061-(2,4-Difluorobenzyl)piperazineAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of piperazine (26.5 g, 308 mmol) in THF (350 mL) was heated to 70° C. and 1-(chloromethyl)-2,4-difluorobenzene (5 g, 30.8 mmol) was added. The suspension was heated at 70° C. overnight. The solid (piperazine) was filtered off, and the solvent was removed under reduced pressure. The residue was partitioned between EtOAc and water. The organic layer was dried and concentrated to give the title compound (6 g, 92%). ESI-MS m/z [M+H]+ 213.04.

Aufarbeitung

  1. temperatureThe suspension was heated at 70° C. overnight
  2. filtrationThe solid (piperazine) was filtered off
  3. customthe solvent was removed under reduced pressure
  4. customThe residue was partitioned between EtOAc and water
  5. customThe organic layer was dried
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4c0d105bcc774bf7843a0cf0aaa34a63
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181249B2

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