Dichlorodimethylsilane → tert-Butyldimethylsilyl chloride

HRID 1756291Notes

Reaction equation

HRID 1756291 reaction equation
[CH3:1][Si:2]([CH3:5])(Cl)[Cl:3].[Al+3].[Cl-:7].[Cl-].[Cl-].[C:10]([SiH:14]([CH3:16])[CH3:15])([CH3:13])([CH3:12])[CH3:11].COC1C=CC=CC=1OC>>[CH3:1][SiH:2]([CH3:5])[Cl:3].[C:10]([Si:14]([CH3:16])([CH3:15])[Cl:7])([CH3:13])([CH3:12])[CH3:11]

Participants

6

Reactant 4

HCID 6398DichlorodimethylsilaneHCID 7043VeratroleHCID 5072427tert-ButyldimethylsilaneHCID 6451240Aluminum(III) Chloride

Product 2

HCID 28928tert-Butyldimethylsilyl chlorideHCID 66108Chlorodimethylsilane

Procedure

A four-necked flask equipped with a condenser, thermometer, dropping funnel, and stirrer was charged with 129.1 g (1.0 mol ) of dimethyldichlorosilane and 1.3 g (0.01 mol) of AlCl3, which were agitated with the stirrer. To the flask at room temperature, 58.2 g (0.5 mol) of t-butyldimethylsilane was added dropwise over one hour. Thereafter, agitation was continued for one hour while the flask was kept at 30° C. 2.8 g (0.02 mol) of o-dimethoxybenzene was added to the reaction solution which was agitated for a further one hour. Dimethylchlorosilane and t-butyldimethylchlorosilane were isolated from the reaction solution by distillation. There were obtained 42.8 g of dimethylchlorosilane and 69.0 g of t-butyldimethylchlorosilane in a yield of 91% and 92%, respectively.

Workup

  1. customA four-necked flask equipped with a condenser
  2. customwas kept at 30° C
  3. stirringwas agitated for a further one hour

Sources & evidence

ORD record
ord-119a46f3762242b38f0447386adef983
Source dataset
uspto-grants-1995_08
Patent number
US05440063

Reaction notes

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