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4-Bromo-2-nitro-cyclopropylbenzene → Tranylcypromine

HRID 725832
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 725832
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:10][CH:9]2[N+:11]([O-])=O)=[CH:4][CH:3]=1>C(O)C.[Pd]>[NH2:11][CH:9]1[CH2:10][CH:8]1[C:5]1[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 539104494-Bromo-2-nitro-cyclopropylbenzene

Produkt 1

HCID 5530Tranylcypromine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

3.5 g of 4-bromo-2-nitro-cyclopropylbenzene are dissolved in 30 ml of ethanol and, after addition of 0.5 g of palladium-on-charcoal (10%), are hydrogenated in a Parr apparatus at room temperature under a hydrogen pressure of 5 bar for 2.5 hours. After cooling, the solvent is distilled off in a rotary evaporator and the residue is rendered alkaline with 1N sodium hydroxide solution and extracted three times with 50 ml of ether each time. The combined organic phases are dried over sodium sulphate, the solvent is distilled off in a rotary evaporator and the residue is purified by column chromatography.

Aufarbeitung

  1. customare hydrogenated in a Parr apparatus at room temperature under a hydrogen
  2. customfor 2.5 hours
  3. temperatureAfter cooling
  4. distillationthe solvent is distilled off in a rotary evaporator
  5. extractionextracted three times with 50 ml of ether each time
  6. dry with materialThe combined organic phases are dried over sodium sulphate
  7. distillationthe solvent is distilled off in a rotary evaporator
  8. customthe residue is purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d9f7ea18dee34b04aa88c425d1b95bf5
Quelldatensatz
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05707989

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