Carbon Tetrachloride → 3-Phenoxybenzyl chloride

HRID 77874

Reaktionsgleichung

Reaktionsgleichung von HRID 77874
[O:1]([C:8]1[CH:9]=[C:10]([CH2:14]O)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:36]>>[Cl:36][CH2:14][C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:9]=1

Komponenten

4

Edukt 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 262953-Phenoxybenzyl alcohol

Produkt 1

HCID 932913-Phenoxybenzyl chlorideAusbeute 94 %

Versuchsvorschrift

To a solution of (3-phenoxy-phenyl)-methanol (2.00 g, 10.0 mmol) in carbon tetrachloride (40 mL) was added triphenylphosphine (3.15 g, 12.0 mmol) at room temperature. The reaction solution was stirred under nitrogen atmosphere for 5 hours and 40 minutes under reflux. The reaction mixture was cooled to room temperature and concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=10:1) to obtain the title compound (2.05 g, 94%).

Aufarbeitung

  1. temperatureunder reflux
  2. concentrationconcentrated under a reduced pressure
  3. customThe residue was purified by silica gel column chromatography (heptane:ethyl acetate=10:1)

Quellen und Nachweise

ORD-Eintrag
ord-67da081b261c4fff94c37c31a6fe9f30
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841327B2

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