Carbon Tetrachloride → 1-(Chloromethyl)-4-phenoxybenzene

HRID 77872

Reaktionsgleichung

Reaktionsgleichung von HRID 77872
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14]O)=[CH:10][CH:9]=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:11]1[CH:12]=[CH:13][C:8]([O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:9][CH:10]=1

Komponenten

4

Edukt 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 826195(4-Phenoxyphenyl)methanol

Produkt 1

HCID 5209941-(Chloromethyl)-4-phenoxybenzeneAusbeute 92 %

Versuchsvorschrift

To a solution of (4-phenoxy-phenyl)-methanol (408 mg, 2.04 mmol) in carbon tetrachloride (8.2 mL) was added triphenylphosphine (642 mg, 2.45 mmol) under nitrogen atmosphere at room temperature, and the reaction solution was stirred under reflux for 7 hours and 40 minutes. 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 (409 mg, 92%).

Aufarbeitung

  1. temperatureunder reflux for 7 hours and 40 minutes
  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-2670389cf36c4c69b06d1af2d077ee02
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841327B2

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