Toluene → Benzene, (2-chloroethoxy)-

HRID 260341

Reaktionsgleichung

Reaktionsgleichung von HRID 260341
[O:1]([CH2:8][CH2:9]O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C)C=CC=CC=1.S(Cl)([Cl:20])=O>N1C=CC=CC=1>[Cl:20][CH2:9][CH2:8][O:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 31236Phenoxyethanol

Produkt 1

HCID 12156Benzene, (2-chloroethoxy)-Ausbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a flask was added 41.5 grams (g.) (0.3 mole) of 2-phenoxyethanol, 50 ml of toluene and 3.93 g. of pyridine, then 39.3 g. (0.33 mole) of thionyl chloride dropwise while stirring at room temperature. The exothermic reaction was heated at 50°-60° C. for two hours. After cooling to room temperature, the resulting salt was filtered and washed with methylene chloride. The filtrate was washed several times with aqueous sodium bicarbonate, dried using sodium sulfate, and then concentrated to obtain 39 g. of the 1-chloro-2-phenoxyethane as a yellow oil (83% yield).

Aufarbeitung

  1. customThe exothermic reaction
  2. temperaturewas heated at 50°-60° C. for two hours
  3. filtrationthe resulting salt was filtered
  4. washwashed with methylene chloride
  5. washThe filtrate was washed several times with aqueous sodium bicarbonate
  6. customdried
  7. concentrationconcentrated
  8. customto obtain 39 g

Quellen und Nachweise

ORD-Eintrag
ord-a5f09de4d0fd4c8084623f9223aa0406
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05527816

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