59184-20-2

Upstream product

• 18982-54-2 o-bromobenzyl alcohol 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 850335-71-6 2-bromo-1-[(ethoxymethoxy)methyl]benzene 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 836-43-1 4-benzyloxybenzyl alcohol 
• 94236-21-2 1-bromo-2-((methoxymethoxy)methyl)benzene 
• 75-77-4 chloro-trimethyl-silane 
• 392717-83-8 1-(benzyloxy)-4-((methoxymethoxy)methyl) benzene 

Downstream Products

• 6630-33-7 ortho-bromobenzaldehyde 
• 17876-97-0 [2-(hydroxymethyl)phenyl]trimethylsilane 
• 61607-84-9 1-bromo-2-dichloromethyl-benzene 
• 18982-54-2 o-bromobenzyl alcohol 
• 74637-37-9 2,2'-(oxybis(methylene))bis(bromobenzene) 

Relevant academic research and scientific papers

Nanoporous Na+-montmorillonite perchloric acid as an efficient and recyclable catalyst for the chemoselective protection of hydroxyl groups

Nanoporous Na+-montmorillonite perchloric acid as a novel heterogeneous reusable solid acid catalyst was easily prepared by treatment of Na+-montmorillonite as a cheap and commercially available support with perchloric acid. The catalyst was characterized using a variety of techniques including X-ray powder diffraction (XRD), Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), thermogravimetric analysis (TGA), energy dispersive X-ray spectroscopy (EDX), pH analysis and determination of the Hammett acidity function. The prepared reagent showed excellent catalytic activity for the chemoselective conversion of alcohols and phenols to their corresponding trimethylsilyl ethers with 1,1,1,3,3,3-hexamethyldisilazane (HMDS) at room temperature. Deprotection of the resulting trimethylsilyl ethers can also be carried out using the same catalyst in ethanol. All reactions were performed under mild and completely heterogeneous reaction conditions in good to excellent yields. The notable advantages of this protocol are: short reaction times, high yields, availability and low cost of the reagent, easy work-up procedure and the reusability of the catalyst during a simple filtration.

Graphene oxide-bound electron-deficient tin(IV) porphyrin: a highly efficient and selective catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane

The catalytic activity of graphene oxide-bound tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) is reported. The prepared catalyst was characterized using inductively coupled plasma analysis, scanning electron microscopy, transmission electron microscopy, and Fourier transform infrared and diffuse reflectance UV–visible spectroscopies. This heterogeneous catalyst was used for selective trimethylsilylation of various alcohols and phenols with HMDS in short reaction times and high yields. Also, the catalyst is of high reusability and stability, in that it was recovered several times without loss of its initial activity. The chemoselectivity of this catalytic system in the silylation of primary alcohols in the presence of secondary and tertiary alcohols and also phenols was investigated.

Introduction of PEG-SANM nanocomposite as a new and highly efficient reagent for the promotion of the silylation of alcohols and phenols and deprotection of the silyl ethers

Poly (ethylene glycol)-sulfonated sodium montmorillonite (PEG-SANM) nanocomposite was prepared by a simple method and characterized using XRD, TGA, SEM, TEM, and FT-IR techniques. After preparation and characterization, this reagent was used as a highly efficient and reusable solid acid catalyst for the chemoselective silylation of alcohols and phenols and deprotection of the obtained silyl ethers. Themethod offers several advantages including high to excellent yields of the products, short reaction times, easy preparation of the catalyst and easy work-up procedure. In addition, the catalyst can be recycled and reused at least for five times without significant decrease in the catalytic activity.

Introduction of a New Ionic Liquid Catalyst for the Trimethylsilyl and Tetrahydropyranyl Protection of Alcohols

1,1'-Disulfo-[2,2'-bipyridine]-1,1'-hydrogen sulfate, BiPy(SO3H)2(HSO4)2, is prepared and identified as a new ionic liquid. This reagent was used for the promotion of the chemoselective trimethylsilyl and tetrahydropyranyl protection of alcohols. All reactions were performed under mild reaction conditions in high to excellent yields. Ease of the preparation of the heterogeneous catalyst, simplicity and easy work-up procedure, high reaction rates, and recyclability and reusability of the catalyst are the main advantages of this method.

Tributyltin grafted onto the surface of 3-aminopropyl functionalized γ-Fe2O3 nanoparticles: A magnetically-recoverable catalyst for trimethylsilylation of alcohols and phenols

Bonding of a homogenous tributyltin chloride catalyst on the surface of functionalized magnetic nanoparticles provides a new stable, efficient and magnetically recyclable catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazan un

RuIII(OTf)SalophenCH2-NHSiO2-Fe: An efficient and magnetically recoverable catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane

Efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by ruthenium(III) complex of chloromethylated Salophen supported on nanomagnetic materials is reported. First, the iron nanomagnets were silica coated, functi

Rice husk: Introduction of a green, cheap and reusable catalyst for the protection of alcohols, phenols, amines and thiols

A mild, efficient and eco-friendly protocol for the chemoselective protection of benzylic and primary and less hindered secondary aliphatic alcohols and phenols as trimethylsilyl ethers and different types of amines as N-tert-butylcarbamates is developed using rice husk (RiH) as the catalyst. This reagent is also able to catalyze the acetylation of alcohols, phenols, thiols and amines with acetic anhydride. Easy work-up, relatively short reaction times, excellent yields and low cost, availability and reusability of the catalyst are the striking features of this methodology, which can be considered to be one of the best and general methods for the protection of alcohols, phenols, thiols and amines. In addition, the use of a green reagent in the above-mentioned reactions results in a reduction of environmental pollution and of the cost of the applied methods.

Rice husk ash: A new, cheap, efficient, and reusable reagent for the protection of alcohols, phenols, amines, and thiols

Amild, efficient, and eco-friendly protocol for the protection of alcohols and phenols as trimethylsilyl ethers has been developed using rice husk ash as a reagent. This reagent is also able to catalyze the acetylation of alcohols, phenols, thiols, and amines with acetic anhydride. All reactions were performed under mild conditions in good to high yields. Copyright

A mild and highly efficient method for the preparation of silyl ethers using Fe(HSO4)3/Et3N by chlorosilanes

Avery efficient and mild procedure for preparation of silyl ethers from benzylic, allylic, propargilic alcohols, phenols, naphtoles and some of phenolic drugs with trimethylsilylchloride (TMSCl), triethylsilylchloride (TESCl) and t-buthyldimethylsilyl chloride (TDSCl) ethers in the presence of Fe(HSO 4)3/Et3N in roomtemperature in excellent yields is reported. This procedure also allows the excellent selectivity for silylation of alcohols and phenols.

Preparation, characterization and use of 1,3-disulfonic acid imidazolium hydrogen sulfate as an efficient, halogen-free and reusable ionic liquid catalyst for the trimethylsilyl protection of hydroxyl groups and deprotection of the obtained trimethylsilanes

Novel 1,3-disulfonic acid imidazolium hydrogen sulfate, a halogen-free ionic liquid, is a recyclable and eco-benign catalyst for the trimethylsilyl protection of hydroxyl groups at room temperature under solvent free conditions to afford trimethylsilanes in excellent yields (92-100%) and in very short reaction times (1-5 min). Deprotection of the resulting trimethylsilanes can also be achieved using the same catalyst in methanol. The catalyst was characterized by IR, 1H NMR, 13C NMR and MS studies. All the products were extensively characterized by IR, 1H NMR, MS, and elemental and melting point analyses. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be recovered and reused for several times without loss of activity. The work-up of the reaction consists of a simple separation, followed by concentration of the crude product and purification.