Reaction #1256747

Reaction equation

Magnesium

iodine

1-bromo-2,2-dimethylpropane

Compound 47a

n-Butyldiisopropylsilane

→

Compound 51a

Diisopropyl(2,2-dimethylpropyl)silane

Solvents

THF

Conditions

Workup

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   OtherAfter termination of exothermic reaction

Procedure

Magnesium (2.43 g, 100 mmol) and iodine (catalytic amount) were added to THF (100 mL), and 1-bromo-2,2-dimethylpropane (10.7 mL, 100 mmol) was added dropwise thereto for 20 minutes, followed by stirring at room temperature for 1 hour. After termination of exothermic reaction, the resultant mixture was further stirred at 50° C. for 5 hours, whereby 2,2-dimethylpropylmagnesium bromide THF solution was prepared. The procedure of synthesizing Compound 47a was repeated, except that the thus-prepared mixture was employed, whereby the Compound 51a was obtained as a colorless liquid (boiling point; 40 mmHg, 120.0 to 122.5° C. fraction, 7.65 g, 45%).

Source