Réaction #51274

Équation de réaction

HCl ethyl ether

sodium hydride

2,4-di-tert-butyl-6-bromophenol

chloromethyl methyl ether

→

1-bromo-3,5-di-tert-butyl-2-(methoxymethoxy)-benzene

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   AutreThe solution obtained
2. 2
   workup.STIRRINGthe reaction mixture is stirred for one hour at room temperature
3. 3
   Extractionextracted with ethyl ether
4. 4
   Autrethe organic phase is separated
5. 5
   Séchagedried over magnesium sulphate
6. 6
   Autreevaporated
7. 7
   Autre46.00 g (130%) of the expected compound are collected in the form of an orange oil

Mode opératoire

40.00 g (140.2 mmol) of 2,4-di-tert-butyl-6-bromophenol and 400 ml of DMF are introduced into a one liter three-necked flask. The solution obtained is cooled to 5-10° C., 4.70 g of sodium hydride are added and the mixture is stirred at 10° C. for 30 minutes. 11.7 ml (154.0 mmol) of chloromethyl methyl ether are then added dropwise and the reaction mixture is stirred for one hour at room temperature. The reaction mixture is poured into a 1N HCl/ethyl ether mixture and extracted with ethyl ether and the organic phase is separated by settling, dried over magnesium sulphate and evaporated. 46.00 g (130%) of the expected compound are collected in the form of an orange oil.

Source