Reacción #6023

Ecuación de reacción

product

4-(bromomethyl)benzylalcohol

N,N-diisopropylethyl amine

t-butyldimethylsilyl chloride

→

title compound

Rendimiento 71.0%

4-(bromomethyl)-t-butyldimethylsilyloxymethylbenzene

Rendimiento 71.0%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
3. 3
   Lavadowashed with water, brine
4. 4
   Secadodried (MgSO4)
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated in vacuo
7. 7
   OtroThe residue was chromatographed on silica (ethyl acetate/hexanes (2.5/97.5))

Procedimiento

To a solution of the product of Example 4 Step A, (4.44 g, 22.1 mmol) in CH2Cl2 was added N,N-diisopropylethyl amine (1.2 eq.) and 4-dimethylaminopyridine (0.1 eq.), and t-butyldimethylsilyl chloride (1.2 eq.). The mixture was stirred for 1.5 hours at room temperature, then concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with water, brine, dried (MgSO4), filtered, and concentrated in vacuo. The residue was chromatographed on silica (ethyl acetate/hexanes (2.5/97.5)) to afford 5.0 g (71%) of the title compound.

Fuente