Boron tribromide → 4-(Chloromethyl)-2,6-dimethylphenol

HRID 864379Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 864379
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH3:12])[C:9]=1[O:10]C)[CH2:5][Cl:6].B(Br)(Br)Br.C(=O)(O)[O-].[Na+]>ClCCl>[CH3:12][C:8]1[CH:7]=[C:4]([CH:3]=[C:2]([CH3:1])[C:9]=1[OH:10])[CH2:5][Cl:6]

Komponenten

5

Edukt 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 194187985-(Chloromethyl)-2-methoxy-1,3-dimethylbenzene

Produkt 1

HCID 2786614-(Chloromethyl)-2,6-dimethylphenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3,5-Dimethyl-4-methoxybenzyl chloride (I, PREPARATION 4, 1.8 g) is added to a solution of boron tribromide (1.5 m) in dichloromethane (70 ml) at 78°. The solution is allowed gradually to warm to 20°-25° overnight. The reaction is poured into an aqueous sodium bicarbonate solution, and the phases are separated. The dichloromethane phase is washed once with water and then with concentrated hydrochloric acid. The dried (sodium sulfate) organic phase is concentrated under reduced pressure to give the title compound.

Aufarbeitung

  1. temperatureto warm to 20°-25° overnight
  2. customthe phases are separated
  3. washThe dichloromethane phase is washed once with water
  4. dry with materialThe dried (sodium sulfate) organic phase
  5. concentrationis concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-67a4c4561dc345898bc20bd3eb8b8398
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05563142

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