Aluminum t-butoxide

Bicyclo[2.2.1]hepten-7-one has been prepared by the oxidation of (z-7-hydroxybicyclo[2.2. ljheptene with chromic acid in acetone 2 and with aluminum t-butoxide in benzene with benzoqui-none as the hydrogen acceptor.3 The procedure described here is essentially that of Gassman and Pape.4... 

The reaction between an aluminum alkoxide and a ketone can be reversed. This is the basis of the Oppenauer oxidation of a secondary alcohol to the ketone.44 8 The aluminum derivative of the alcohol is prepared by mOans of aluminum t-butoxide and is oxidized with a large excess of acetone or cyclohexanone. 

Lithium naphthalenide, 284-285 Lithium phenylthio(trimethylstannyl)-cuprate, 330 Lithium phthalide, 285 Lithium 2,2,6,6-tetramethylpiperidide, 145, 281,285-286, 362 Lithium trialkylborohydrides, 278 Lithium triethylborohydride, 286 Lithium tricthylborohydride-Aluminum t-butoxide, 287 Lycorine, 503... 

Lithium triethyiborohydride-Aluminum t-butoxide compiex, LiB(C2H )3H-AI-[0C(CH3)3]3 (1). The complex is formed rapidly in THF by reaction of lithium tri-f-butoxyaluminohydride with triethylborane. 

The condensation of methyl ketones and subsequent dehydration to olefinic ketones is frequently accomplished without isolation of the ketol. The course of the condensation of methyl -alkyl ketones depends upon the nature of the reagent. The methyl group is involved when a basic catalyst such as aluminum t-butoxide is employed. The unsaturated ketones are obtained in 70-80% yields branched ketones give somewhat lower yields. ... 

Condensation cauUyti. Aluminum t-butoxide is one of many reagents that catalyze the self-condensation of acetophenone to dypnone in xylene. The mixture is stirred and kept at a temperature such that /-butanol slowly distils. 

Aluminum t-butoxide, AlCOCfCHsljJg. Mol. wd. 246.32. Suppliers Alfa, B, MCB. Preparation. ... 

Oppenauer oxidation The oxidation of cholesterol to cholestenone as described by Oppenauer is carried out by gentle refluxingfor 8 hrs. of a mixture of commercial chuleslerol, aluminum t-butoxide. acetone (hydrogen acceptor), and benzene. The... 

In the well-known Opftenauer oxidation reaction, alcohd groups can be converted to the corre xmding carbonyls by uang a hydrogen acceptor such as acetime or cyclohexanone. Aluminum t-butoxide or aluminum isopropomde is the catalyst. ... 

Recently, Flack et al. have reported using aluminum t-butoxide as accelerator for MPV reduction [46]. This reaction could be carry on only in 2-propanol, because t-butoxide do not bear an a-proton and the exchange of at least, one isopropoxide instead of t-butoxide, is vital for the reaction... 

Aluminum eoButylate Aluminum t i -butoxide [2269-22-9], mol wt 246.3, Al(OCH(CH2)C2H )2 is miscible with aromatic hydrocarbons ... 

In further modifications of these norprogestins, reaction of norethindrone with acetic anhydride in the presence of p-toluene-sulfonic acid, followed by hydrolysis of the first-formed enol acetate, affords norethindrone acetate (41). This in turn affords, on reaction with excess cyclopentanol in the presence of phosphorus pentoxide, the 3-cyclopentyl enol ether (42) the progestational component of Riglovic . Reduction of norethindrone affords the 3,17-diol. The 33-hydroxy compound is the desired product since reactions at 3 do not show nearly the stereoselectivity of those at 17 by virtue of the relative lack of stereo-directing proximate substituents, the formation of the desired isomer is engendered by use of a bulky reducing agent, lithium aluminum-tri-t-butoxide. Acetylation of the 33,173-diol iffords ethynodiol diacetate, one of the most potent oral proves tins (44). ... 

The reverse reaction, the so-called Oppenauer oxidation, is carried out by treating a substrate alcohol with aluminum tri-t-butoxide in the presence of acetone. By using an excess of acetone, the equilibrium can be shifted to the right, yielding the ketone 1 and isopropanol ... 

Conjugate reduction of enones. a./ -Unsaturated ketones and aldehydes undergo 1,4-reduction in generally high yield with I equivalent of lithium aluminum hydride in the presence of 10 mole % of Cul and 1 equivalent of HMPT at -78°. The active agent presumably is LiHCuI. Cul can be replaced by mesitylcoppcr and copper(I) t-butoxide. 

Aluminum chloride Potassium t-butoxide Hydrogen bromide Thionyl chloride Titanium tetrachloride Hydrogen chloride... 

The product from Step 3 (1.0 eq) was dissolved in THF to give a 0.23 M solution, cooled to 0°C, lithium tri(t-butoxide) aluminum hydride (1 eq) in THF added by canula, and the mixture stirred 3 hours. Thereafter, acetic anhydride (10 eq) was added and the mixture stirred 2 days. The reaction was quenched using a saturated solution of NaHC03 and the product isolated as an oily liquid in 70% purity. 

While high polymers of jS-lactones can also be formed by cationic polymerization, most of the commercial production seems to be by the anionic route. Carboxylate salts such as sodium acetate or benzoate are commonly the initiators, but other nucleophiles, such as triethylamine, betaine, potassium t-butoxide, aluminum and zinc alkoxides, various metal oxides and tris(dimethylamino)benzylphosphonium chloride (the anion of which is the initiator), are of value. Addition of crown ethers to complex the counter cation increases the rate of reaction. When the reaction is carried out in inert but somewhat polar organic solvents, such as THF or ethy acetate, or without solvent, chain propagation is very fast and proceeds without transfer reactions. 

Dieckmann cvclization Dimethyl sulfoxide. Potassium t-butoxide. Potassium ethoxide. Diels-Alder catalyst Aluminum chloride. 

PZC/IEP of Alumina from Aluminum sec-Butoxide, Recipe from [1070] Electrolyte T Method Instrument pH Reference... 

A -Formylalion or acetylation of pelietierine 481 followed by treatment with aluminutn t-butoxide gives the enaminones 482. Reduction of 482 (R = CHj) with lithium aluminum hydride proceeds sterospecifically to give the alkaloid Epimyrtine 483 (R = Me, R = H), Similarly, Michael addition of methyl magnesium iodide to 482 (R = H) gives ( )-Myrtine 483 (Ri = H, R = Me), Scheme 131 (79TL4587 81T4287). 

Reactivity and Incompatibility Reacts violently with alkali metals, aluminum, magnesium powder, potassium t-butoxide, nitrogen tetroxide, and strong oxidizing agents. 

Few thiolate derivatives of beryllium are known. Di(t-butylthio)tii-beryllium tetra-t-butoxide, (<-BuS)2Be3(OBu-r)4, has been obtained from dichlorotriberyllium tetra-t-butoxide, Cl2Be3(OBu-04, and lithium butane-thiolate . Other beryllium thiolates are prepared by reaction of a thiol with dialkylberyllium or dialkyneberyllium and do not involve a thiolate anion as an intermediate Various other compounds such as thio-magnesium alkyls " and dimethyl(methylthio)aluminum are obtained analogously. 

---