1-Chloro-4-(chloromethyl)benzene → (4-Chlorobenzyl)triphenylphosphonium chloride

HRID 1106040Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1106040
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Cl)=[CH:23][CH:22]=1>C1(C)C(C)=CC=CC=1>[Cl-:20].[Cl:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][P+:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:23][CH:22]=1

Komponenten

4

Edukt 2

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 11776Triphenylphosphine

Produkt 1

HCID 2733546(4-Chlorobenzyl)triphenylphosphonium chlorideAusbeute 126,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

A stirred solution of 158 g, (0.6 mole) of triphenylphosphine in 800 ml of xylene is treated with 97 g of 4-chlorobenzyl chloride. The resulting solution is heated (product begins to crystallize at this point) and refluxed for six hours. After standing overnight at room temperature, the solid is filtered, washed with xylene and then with ethyl acetate, and dried in a desiccator to yield 161 g of colorless solid [(4-chlorophenyl)methyl]triphenylphosphonium chloride; m.p. 283°-285°.

Aufarbeitung

  1. temperatureThe resulting solution is heated (product
  2. customto crystallize at this point) and
  3. temperaturerefluxed for six hours
  4. filtrationthe solid is filtered
  5. washwashed with xylene
  6. dry with materialwith ethyl acetate, and dried in a desiccator

Quellen und Nachweise

ORD-Eintrag
ord-f2a25579520f4f199dd3dce3e4ac157b
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04311705

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