Sodium trimethoxyborohydride

Sn2 addition 413 Sn2 displacement 215 Sn2 lactone opening 412 ff. sodium bis(2-methoxyethoxy)-aluminium hydride see Red-Al sodium chlorite 516 - oxidation 772 sodium hypochlorite 550 f. sodium naphthalenide 739 f. sodium trimethoxyborohydride 390 SOMO 409... 

Complex hydrides can be used for the selective reduction of the carbonyl group although some of them, especially lithium aluminum hydride, may reduce the a, -conjugated double bond as well. Crotonaldehyde was converted to crotyl alcohol by reduction with lithium aluminum hydride [55], magnesium aluminum hydride [577], lithium borohydride [750], sodium boro-hydride [751], sodium trimethoxyborohydride [99], diphenylstarmane [114] and 9-borabicyclo[3,3,l]nonane [764]. A dependable way to convert a, -un-saturated aldehydes to unsaturated alcohols is the Meerwein-Ponndorf reduction [765]. 

Chemical reduction of aromatic aldehydes to alcohols was accomplished with lithium aluminum hydride [5i], alane [770], lithium borohydride [750], sodium borohydride [757], sodium trimethoxyborohydride [99], tetrabutylam-monium borohydride [777], tetrabutylammonium cyanoborohydride [757], B-3-pinanyl-9-borabicyclo[3.3.1]nonane [709], tributylstannane [756], diphenylstan-nane [114], sodium dithionite [262], isopropyl alcohol [755], formaldehyde (crossed Cannizzaro reaction) [i7i] and others. 

High yields (76-81%) of alcohols are also obtained by adding solutions of acyl chlorides in anhydrous dioxane or diethyl carbitol to a suspension of sodium borohydride in dioxane and brief heating of the mixtures on the steam bath [751], by stirring solutions of acyl chlorides in ether for 2-4 hours at room temperature with aluminum oxide (activity I) impregnated with a 50% aqueous solution of sodium borohydride (Alox) (yields 80-90%) [1014], by refluxing acyl chlorides with ether solutions of sodium trimethoxyborohydride [99], or by treatment of acyl chlorides in dichloromethane solutions with tetrabutylammonium borohydride at —78° [771]. A 94% yield of neopentyl alcohol was achieved by the reaction of trimethylacetyl chloride with tert-butylmagnesium chloride [324]. 

Sodium borohydride-Palladium chloride. Sodium borohydride-Rhodium(lII) chloride. Sodium borohydride-Tin(II) chloride. Sodium cyanoborohydride. Sodium 9-cyano-9-hydrido-9-borabicyclo[3.3.1]nonane. Sodium dithionite. Sodium hydride-Sodium t-amyl oxide-Zinc chloride. Sodium trimethoxyborohydride. Tetra-/i-butylammonium borohydride. Tetra-n-butylammonium cyanoborohydride. Tetra-n-butylammonium octahydrotriborate. Tri-n-butyltin hydride. Triethoxy silane. Triisobutylaluminum-Bis(N-methyl-salicyclaldimine)nickel. Zinc borohydride. REDUCTIVE CYCLIZATION Cobaloximc(I). 

The diborane can be stored as a gas in conventional high-vacuum apparatus or, if such an apparatus is not used, it can be converted to the harmless pyridine borane by condensing it with pyridine at — 196°C. in a reaction vessel on the vacuum line and then allowing the system to warm up slowly. It can also be converted to sodium borohydride by passing it through a tube filled with powdered sodium trimethoxyborohydride (sodium hydridotrimethoxyborate) according to the equation ... 

In the boron series, an analog of the alkoxyaluminum hydrides, viz. sodium trimethoxyborohydride (sodium trimethoxyhydroborate), has been shown to give aldehydes from acid chlorides but only in poor yield.2 As an exception, other workers found that the same reducing agent at -80 °C afforded the aldehyde (8) in 85% yield from the corresponding acid chloride. ... 

The third name above certainly is more likely to create a visual picture of the structure than the currently used sodium trimethoxyborohydride, (40). 

Sodium 2,2,2-trifluoroethoxide, 43 Sodium trimethoxyborohydride, 253-254 Sodium tris(3,5-di-f-butylphenoxy)boro-hydride, 369... 

Sodium trimethoxyborohydride, 1, 1108-1109. Additional supplier Alfa Inorganics. 

Azines and their Hydro- and Benzo-derivatives Pyridines - Synthesis. Reaction of N - Cbz-5-amino-1-pentene (3) with mercury (II) acetate followed by reduction of the resulting mercuri acetate with sodium trimethoxyborohydride in the presence of methyl acrylate gives the ester (4). This was converted into the tetrahydropyridone (5) by hydrogenolysis followed by warming ... 

Sodium borohydride, hydroxylamine hydrochloride, dimethylamine borane, sodium citrate, hydrazine monohydrate, sodium formate, trimethylamine borane, sodium trimethoxyborohydride and formaldehyde have all become routine reducing agents for the generation of metal nanopartides. 

In contrast, the mercurial enones (89) (obtained by specific solvomercuration of the corresponding pendant terminal olefins) are isolated, and on treatment with sodium trimethoxyborohydride are reductively cyclized to (90). Alkynes... 

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