Reaction #312616

Reaction equation

tert-butyldimethylchlorosilane

1,3-dibromopropan-2-ol

imidazole

→

(2-Bromo-1-bromomethylethoxy)-tert-butyldimethylsilane

Solvents

DCM

DCM

Conditions

Workup

1. 1
   workup.WAITThe mixture is left
2. 2
   Othergiving, as crude product, 39.1 g (Y=95.9%) of step 1 as colourless oil, which

Procedure

26.7 g (122.4 mmol) of 1,3-dibromopropan-2-ol are dissolved in 150 ml of DCM, and 18.35 g (269.59 mmol) of imidazole are added. 18.47 g (122.54 mmol) of tert-butyldimethylchlorosilane in 150 ml of DCM are subsequently added dropwise. The mixture is left to stir at RT for 18 h, subjected to conventional work-up, giving, as crude product, 39.1 g (Y=95.9%) of step 1 as colourless oil, which is employed directly in step 2.

Source