Water → 4-(Bromomethyl)-2-chloro-1-methoxybenzene

HRID 1370124Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1370124
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH2:5]O.P(Br)(Br)[Br:13].O>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH2:5][Br:13]

Komponenten

5

Edukt 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 4312004(3-Chloro-4-methoxyphenyl)methanol

Produkt 1

HCID 114703704-(Bromomethyl)-2-chloro-1-methoxybenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-chloro-4-methoxybenzyl alcohol (164 g) in dichloromethane (800 ml) was added phosphorus tribromide (45.1 ml) under ice-cooing and the mixture was stirred at ambient temperature for an hour followed by adding water to the mixture. The separated aqueous layer was extracted with dichloromethane. The combined organic layers were washed with an aqueous saturated sodium bicarbonate solution and brine, dried over magnesium sulfate, and evaporated in vacuo. The oily residue was triturated with n-hexane to obtain 3-chloro-4-methoxybenzyl bromide (200 g) as a white powder.

Aufarbeitung

  1. extractionThe separated aqueous layer was extracted with dichloromethane
  2. washThe combined organic layers were washed with an aqueous saturated sodium bicarbonate solution and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe oily residue was triturated with n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-ed23a854858647ca82ce7ee9523f5d99
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06582351B1

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