Reaktion #982093

Reaktionsgleichung

potassium hydride

2-(4-bromo-3-hydroxyphenyl)-2-methyloctane

benzyl bromide

→

title product

2-(3Benzyloxy-4-bromophenyl)-2-methyloctane

Lösungsmittel

N,N-dimethylformamide

N,N-dimethylformamide

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo a -18° C.
2. 2
   workup.STIRRINGstirred 30 minutes longer
3. 3
   SonstigeIt is quenched by addition to 6 liters of ice water
4. 4
   ExtraktionThe quenched mixture is extracted six times with 500 ml
5. 5
   ExtraktionThe combined extract
6. 6
   Waschenis washed twice with one liter portions of water and once with one liter of saturated sodium chloride
7. 7
   Trocknendried over magnesium sulfate

Vorschrift

To a -18° C. slurry of 23.0 g. (0.575 mole) of potassium hydride in 400 ml. of N,N-dimethylformamide is added over a 45 minute period a solution of 150 g. (0.5 mole) of 2-(4-bromo-3-hydroxyphenyl)-2-methyloctane in 400 ml. of N,N-dimethylformamide (reaction temperature ≤-15° C.). The reaction mixture is stirred 15 minutes longer after which a solution of 98.3 g. (0.575 mole) of benzyl bromide in 200 ml. of N,N-dimethylformamide is added. The mixture is then warmed to room temperature and stirred 30 minutes longer. It is quenched by addition to 6 liters of ice water. The quenched mixture is extracted six times with 500 ml. of ether. The combined extract is washed twice with one liter portions of water and once with one liter of saturated sodium chloride, dried over magnesium sulfate and evaporated to a quantitative yield of the title product.

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