beta-nitrostyrene, (E)- → 1-Nitro-2-phenylethane

HRID 264118

Reaktionsgleichung

Reaktionsgleichung von HRID 264118
[N+:1](/[CH:4]=[CH:5]/[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([O-:3])=[O:2]>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl-].[Rh].C1C=CC=CC=1>[C:6]1([CH2:5][CH2:4][N+:1]([O-:3])=[O:2])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

4

Edukt 1

HCID 5284459beta-nitrostyrene, (E)-

Produkt 1

HCID 802081-Nitro-2-phenylethane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 84599Chlorotris(triphenylphosphine)rhodium(I)KatalysatorHCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of (trans)-β-Nitrostyrene (50.0 g, 0.335 mol), tris(triphenylphosphine)rhodium(I) chloride (10.7 g) and benzene (500 mL) at 50° C. was shaken under hydrogen at 50 psi for 14 hours and allowed to cool. The solution was rotoevaporated, suspended in petroleum ether-ether (9:1), and gravity filtered through a plug of fluorisil (80 g)/silica gel (300 g). The filtrate was rotoevaporated to a pale yellow oil; yield (49.5 g, 98%).

Aufarbeitung

  1. temperatureto cool
  2. filtrationgravity filtered through a plug of fluorisil (80 g)/silica gel (300 g)
  3. customyield (49.5 g, 98%)

Quellen und Nachweise

ORD-Eintrag
ord-b09f44ec642440b1b9b4604fb487765c
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05646170

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