Carbon Tetrachloride → HCID 13854292, Verbindung

HRID 1200073Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1200073
[CH3:1][C:2]([CH3:21])([CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:9]=1)[CH:3]=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:41](Cl)(Cl)([Cl:43])[Cl:42]>[Zn]>[CH3:1][C:2]([CH3:21])([CH:3]=[C:41]([Cl:43])[Cl:42])[CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:9]=1

Komponenten

5

Edukt 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 138494092,2-Dimethyl-3-[(3-phenoxyphenyl)methoxy]propanal

Produkt 1

HCID 13854292HCID 13854292, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23994ZincKatalysator

Versuchsvorschrift

A mixture of 2,2-dimethyl-3-(3-phenoxybenzyloxy)propan-1-al (0.25 g), triphenylphosphine (0.47 g), zinc dust (0.12 g) and carbon tetrachloride (0.2 cm3) was heated at the relux temperature for one hour. After cooling to the ambient temperature (ca 25° C.) the mixture was diluted with petroleum ether (boiling range 40°-60° C.) and the solid component removed by filtration. The filtrate was concentrated by evaporation of the solvent under reduced pressure, and the residual oil subjected to purification by flash chromatography using a silica gel column eluted with dichloromethane to yield 2,2-dimethyl-1-(3-phenoxybenzyloxy)-4,4-dichlorobut-3-ene (0.2 g).

Aufarbeitung

  1. temperaturewas heated at the relux temperature for one hour
  2. customthe solid component removed by filtration
  3. concentrationThe filtrate was concentrated by evaporation of the solvent under reduced pressure
  4. customthe residual oil subjected to purification by flash chromatography
  5. washeluted with dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-188cb210b25e437295039a1e7648a536
Quelldatensatz
uspto-grants-1990_02
Patentnummer
US04904677

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