2-(Trimethylsilyl)ethoxymethyl chloride

Colorless to light yellow liqui

The fourth step to take a small amount of intermediates made of reagents, After heating, the system slowly heated up to reflux, refluxed for 4 hours, cooled to 20 degrees, slowly dropping trimethylchlorosilane; the temperature of the solution was increased gradually; Fifth step to be the end of the reaction temperature of the end of desorption, decompression reactor temperature control of not more than 40 degrees, after the dissolution of the residual system residue residue for the viscous material, slowly adding alcohol to no bubbles, as waste Treatment, the solution obtained by desolvation, distillation of more than 99percent to 2 _ (trimethylsilyl) ethoxymethyl chloride.1.5 L of tetrahydrofuran was taken and added to a 10 L reaction flask to start stirring.Cool to 15 °C. Then, 1.2 L of n-butylmagnesium chloride (2M, THF) and 1 L of n-butyllithium (2.5 M, n-hexane) were successively added, and the mixture was added to the reaction mixture to maintain an internal temperature of 25 ° C or lower.After the addition, the temperature is kept at 20-25 ° C for 10 min.Take 345 g of the chloromethylated intermediate, and slowly add dropwise to the reaction solution to maintain the temperature below 30 °C.After the completion of the dropwise addition, the reaction was kept at 20-30 ° C for 20 min.216 g of trimethylchlorosilane was added dropwise to the reaction liquid while maintaining the temperature at 30 ° C or lower.After the completion of the dropwise addition, the reaction was kept at 20-30 ° C for 20 min.The reaction solution was concentrated under reduced pressure to recover organic solvent and crude product.The crude water pump is rectified to obtain 268 g of product, the yield is 80.4percent, and the gas phase purity is 98percent.Practical 13.5 g (0.45 mol) of paraformaldehyde and 125.0 g (1.15 mol) of chlorotrimethylsilane were introduced into a 300-mL four-neck flask fitted with a thermometer and stirrer. 54.4 g (0.46 mol) of 2-trimethylsilylethanol was added dropwise over 30 minutes while stirring and cooling with an ice bath. After warming the reaction mixture to room temperature, the pressure was reduced to 100 mmHg using an aspirator, and the hydrogen chloride was removed. The low boiling fraction was distilled off, and additional vacuum distillation was carried out to provide 34.0 g of 2-(trimethylsilyl)ethoxymethyl chloride. The2-(trimethylsilyl)ethoxymethyl chloride product had a purity of 76percent, and the yield was 33percent.; Practical 6.0 g (0.2 mol) of paraformaldehyde and 108.6 g (1 mol) of chlorotrimethylsilane were introduced into a 200-mL four-neck flask fitted with a thermometer and stirrer. 23.7 g (0.2 mol) of 2-trimethylsilylethanol was added dropwise over 30 minutes while stirring and cooling with an ice bath. After warming the reaction mixture to room temperature, the pressure was reduced to 100 mm Hg using an aspirator, and the hydrogen chloride was removed. After then adding 5 drops of diisopropylethylamine, the low boiling fraction was distilled off, and additional vacuum distillation was carried out to provide 22.9 g of 2-(trimethylsilyl)ethoxymethyl chloride. The purity of the obtained 2-(trimethylsiIyl)ethoxymethyl chloride was very high, i.e., 98percent, and the yield was 68percent.

Silicon-based protective group.

Molecular Weight:166.72
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:166.0580693
Monoisotopic Mass:166.0580693
Topological Polar Surface Area:9.2
Heavy Atom Count:9
Complexity:69.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes