ChemicalBook CAS DataBase List tert-Butylchlorodiphenylsilane

tert-Butylchlorodiphenylsilane synthesis

9synthesis methods

Product Name:tert-Butylchlorodiphenylsilane
CAS Number:58479-61-1
Molecular formula:C16H19ClSi
Molecular Weight:274.86

a dry 1 L, three-necked round bottomed flask is equipped with a magnetic stirring bar, a 500mL equalizing dropping funnel fitted with a rubber septum, a reflux condenser, and nitrogen inlet tube. The flask is flushed with nitrogen, then charged with 127 g (0.5 mol) of diphenyldichlorosilane in 300mL of redistilled pentane. A solution of tbutyllithium in pentane (500 mL, 0.55 mol), is transferred under nitrogen pressure to the dropping funnel using a stainless steel, double-tip transfer needle. This solution is slowly added to the contents of the flask and when the addition is complete, the mixture is refluxed 30 h under nitrogen with stirring. The suspension is allowed to cool to rt, the precipitated lithium chloride is rapidly filtered through a pad of Celite, and the latter is washed with 200mL of pentane. The solvent is removed by evaporation, and the colorless residue is distilled through a short (10 cm), Vigreux column, to give 125–132 g of the colorless title compound.

507-20-0 Synthesis

507-20-0
354 suppliers
$14.00/25mL

80-10-4 Synthesis

80-10-4
204 suppliers
$10.00/5g

58479-61-1
398 suppliers
$10.00/25g

Yield:58479-61-1 87%

Reaction Conditions:

Stage #1: tertiary butyl chloridewith magnesium in tetrahydrofuran at 60; for 2 h;
Stage #2: with lithium chloride;copper(I) bromide in tetrahydrofuran at 20; for 1 h;
Stage #3: diphenylsilyl dichloride in tetrahydrofuran at 50; for 6 h;Reagent/catalyst;Temperature;

Steps:

1-4; 2; 3; 5 Example 1

Into a flask equipped with a stirrer, a reflux condenser, a dropping funnel and a thermometer, 13.3 g (0.547 mol) of magnesium and 300 ml of tetrahydrofuran (hereinafter referred to as THF) were charged and heated to 60 ° C. To this reaction solution, 55.5 g (0.599 g of tert-butyl chloride) was added.Mol) was added over 1 hour and stirred at the same temperature for 1 hour to prepare tert-butylmagnesium chloride as a Grignard reagent.Next, this Grignard reagent is cooled to room temperature,Cuprous chloride (3.0 g, 0.030 mol) and lithium chloride (23.3 g, 0.550 mol) were added, and the mixture was stirred at room temperature for 1 hour.126.7 g (0.5004 mol) of diphenyldichlorosilane was added dropwise to the obtained reaction liquid over 1 hour, and then stirred at 70 ° C. for 5 hours. At this point, gas chromatographic analysis was performed to calculate the reaction rate. The results are shown in Table 1.

References:

JP2019/182793,2019,A Location in patent:Paragraph 0028-0031; 0033-0037

80-10-4 Synthesis

80-10-4
204 suppliers
$10.00/5g

58479-61-1
398 suppliers
$10.00/25g

References