1,1-DiMethyl-1,3-dihydrobenzo[c][1,2]oxasilole

Physical properties

bp 45°C/2.0 mmHg.

Uses

2,1-Benzoxasilole, 1,3-dihydro-1,1- dimethyl-?1 can reaction with Alkenyl and Aryl Nucleophiles. This reagent reacts with various alkenyl- and arylmetallic reagents such as Grignard reagents and organolithium reagents through cleavage/ formation of the Si–O/Si–C bonds to give alkenyl- or aryl[2- (hydroxymethyl)phenyl]dimethylsilanes in good yields after conventional aqueous workup (eq 2).

Preparation

by the halogen¨Clithium exchange reaction of 2-(2-tetrahydro-2H-pyranoxymethyl)bromobenzene followed by treatment with chlorodimethylsilane and subsequently with a catalytic amount of p-toluenesulfonic acid in MeOH (eq 1). The reagent is isolated by distillation under reduced pressure. Large quantities can be prepared and stored in a refrigerator.