Benzaldehyde acetals

Irradiation of 1,2,3-triphenylaziridine (98) in various alcohols has been reported to give benzaldehyde acetals and N-benzylaniline (68T2193). Competitive fragmentation to give N-(benzylidene)aniline and phenylcarbene, which is trapped as the alkyl benzyl ether, also appears to occur. 

Raney Nickel W2 or W4, EtOH, 85-100% yield. Mono- and dimethoxy-substituted benzyl ethers and benzaldehyde acetals are not cleaved under these conditions, and trisubstituted alkenes are not reduced. 

Dimethylamino)-benzaldehyde-Acetic Acid-Phosphoric Acid Reagent... 

Dimethylamino)-benzaldehyde—Acetic Add—Phosphoric Acid (EP). 4-(Dimethylamino)-benzaldehyde—Hydrochloric Add (Ehruch). . . ... 

Benzaldehyde Acetic anhydride Cinnamic acid Acetic acid... 

This reduction technique also applies to the benzaldehyde acetals of sugars with reduction of the benzaldehyde acetals taking place in preference to reduction of the anomeric acetal (Eq. 305).497... 

Diiodosilane reduces acetals to alkyl iodides in a reductive iodination reaction (Eq. 312).358,505 Alkyl bromides are formed from the reductive bromination of benzaldehyde acetals with the combination Et3SiH/SnBr2.506... 

Benzaldehyde acetal of the desired pinacol was produced in 64% yield. 

Primus persica (L.) Batsch. Tou Ren (Peach) (leaf, flower, fruit) Malic acid, citric acid, octalactone, leucoanthocyanins, tannins, hexalactone, hectalactone, benzyl alcohol, nonalactone, decalactone, ethanol, hexanol, acetadehyde, benzaldehyde, acetic acid, pentanoic acid, hexanoic acid.50 Astringent, febrifuge, parasiticide, diuretic, sedative, vermifuge. 

CjH6.CHO + CH3.COOC2H5 = CjHj.CH CH.COOCjHj + H.O Benzaldehyde Acetic ester Cinnamic ester... 

Frechet [3] prepared bioactive microgels by free radical polymerization of acrylamide with acid-labile crosslinkers such as bisacrylamide 4-methox-ybenzaldehyde acetal, (IX), and bistrifluoroacetamide 4-(3-azidopropylether) benzaldehyde acetal, (X). 

Chromium tricarbonyl complexed to benzaldehyde acetals can be reduced using lithium 4,4 -di(t-butyl)biphenyl to give benzyllithium complexes that can be further functionahzed using electrophiles (Scheme 94). 

Chromium enolate chemistry exhibits diverse thermochemical facets. For example, contrast the energetics of enolate addition reactions to benzaldehyde and to benzaldehyde JT-bonded to Cr(CO)3 and of the enolate addition reactions to acetophenone and to acetophenone 71-bonded to Cr(CO)3. Thermochemical analysis is still unreported, although the reactions are synthetically usefuP . It is clear that the organic ligands are electronically coupled to the metallic center—PhCHO Cr(CO)3 is red, PhCH(OEt)2 Cr(CO)3 is yellow but benzaldehyde and its diethyl acetal are both colorless. It is well established that acetophenone, and presumably other acylated benzenes such as benzaldehyde, binds Cr(CO)3 rather more weakly than does toluene, and presumably other alkylated benzenes such as the aforementioned benzaldehyde acetal. The enthalpy of hydrolysis of the metallated acetal remains unknown other than it is therefore smaller than that of the unmetallated species . ... 

Other Oxazolidine as well as Thiazolidine Derivatives for Branching Amino Acids. The cyclic derivative of alanine and other amino acids employed most frequently for a-allq lation is not (1) but rather the benzaldehyde acetal (5), either with a benzoyl or with a Cbz group on nitrogen. These compounds were used for the preparation of 2-methyl-2-aminobutanoic acid, a-methylphenylalanine, a-methyllysine, 2-methylaspartic acid, and 2-methylglutamic acid. Bicyclic compounds containing oxazolidinone rings such as (6) (from alanine, leucine, and phenylalanine) and (7) (from azetidinecaiboxylic acid, proline, " hydroxyproline, and cysteine ) have also been applied to the synthesis of branched amino acids. 

Oxidation of the carbinol (4) with periodate does not give the expected iro-epoxy compound but the benzaldehyde acetal of 3,5-di-t-butylcatechol (5). This oxidative rearrangement is apparently limited to o-hydroxy-substituted diaiyl- and triaryl-carbinols. ... 

---