Methyl 2- phenyl benzaldehyde

The formation of ethers such as 1806 by EtsSiH 84b can also be catalyzed by trityl perchlorate to convert, e.g., benzaldehyde in 84% yield into dibenzyl ether 1817 [48]. The combination of methyl phenethyl ketone 1813 with O-silylated 3-phenyl-n-pro-panol 1818, in the presence of trityl perchlorate, leads to the mixed ether 1819 in 68% yield [48] (Scheme 12.15). Instead of trityl perchlorate, the combination of trityl chloride with MesSiH 84a or EtsSiH 84b and sodium tetrakis[3,5-bis-(trifluoro-methyl)phenyl]borane as catalyst reduces carbonyl groups to ethers or olefins [49]. Employing TMSOTf 20 as catalyst gives very high yields of ethers. Thus benzaldehyde reacts with O-silylated allyl alcohol or O-silylated cyclohexanol to give the... 

Allylic and benzylic alcohols were oxidized to aldehydes or ketones with BnPhsPHSOs in refluxing CHsCN. The yield increased in the presence of bismuth chloride in a catalytic amount. Selective oxidation of various alcohols under solvent free conditions was also reported Interestingly, benzyl alcohols were oxidized selectively to benzaldehydes in very high yield (95-100%) when reacted with BnPhsPHSOs (1.2 eq.) and AICI3 (1 eq.) in the presence of an equimolar amount of 2-phenethyl alcohol, diphenyl carbinol or methyl phenyl sulfide (equation 72). 

Problem 13.11 For the following pairs of halides and carbonyl compounds, give the structure of each alcohol formed by the Grignard reaction, (a) Bromobenzene and acetone, (b) p-Chlorophenol and formaldehyde, (c) Isopropyl chloride and benzaldehyde. (d) Chlorocyclohexane and methyl phenyl ketone. 4... 

When the thiosemicarbazones of benzaldehyde, 2-hydroxybenzaldehyde, methyl phenyl ketone, or methyl 2-hydroxyphenyl ketone were reacted with aryl tellurium trichlorides, reduction to the aryl tellurium chlorides occurred. The aryl tellurium chlorides were stabilized by coordination to excess thiosemicarbazone2. 

Aryl tellurium trichlorides treated with the thiosemicarbazides of benzaldehydes or methyl phenyl ketones produced the thiosemicarbazonc complexes of the aryl tellurium monochlorides8. 

Several substituted diphenyl tellurium oxides were investigated as catalysts for the aldol condensation between benzaldehyde and tetralone. High catalytic activity is associated with electron-donating substituents in the phenyl rings. Methyl phenyl tellurium oxide had very low catalytic activity1. 

Acetamid Chlor-N-(2-methyl-phenyl)- XI/2, 35 Benzaldehyd 2-Chlor-4-dimethylamino- E3, 55 (H - CHO)... 

Benzaldehyd 4-[(2-Chlor-ethyl)-methyl-amino]- VII/1, 35 Benzol 2-Acetamino-5-chlor-l,4-dimethyl- V/3, 708 Butan l-(4-Chlor-anilino)-3-oxo-E16d, 759 (En 4 R — NH2) Butansaure 4-Phenyl- -chloramid E5, 1136 (NH -> N —Cl) Carbamidsaure N-Ethyl-N-(4-methyl-phenyl)- -chlorid E4, 49 (OCCl2 4 Amin)... 

The compound formed is a mixed aromatic alcohol and ketone, i.e. (hydroxy-methyl-phenyl) phenyl ketone, and is known as benzoin. This compound should properly be considered in the class of hydroxy ketones, which we shall take up a little later, but, because of its relation to benzaldehyde, it may also be mentioned here. 

R-phenylglycinate-R,R-hydrogen tartrate [2], a key building block for the P-lactam antibiotic, ampidllin. The addition of one mole each of benzalde hyde and R,R-tartaric add to a 10% solution of racemic methyl phenyl-glycinate [IJ in ethanol results in predpitation, after 24 hr, of the desired salt [2] in 85% 3deld. Reuse of the salt mother liquors as feed in subsequent runs results in, ultimately, an overall 95% conversion to the desired material (8). The presence of benzaldehyde greatly fadlitates the racemiza-tion process by forming, reversibly, a Schiff base. 

Greenhouse evaluation in a random herbicide screen showed that 3-chloro-4-methyl-6-[m-(trifluoro-methyl)phenyl)pyridazine was sufficiently active to serve as a lead for a synthesis project. Related 3-chloropyridazines were prepared by a sequence based on the addition of acyl anion equivalents of substituted benzaldehydes to the appropriately substituted acrylate esters. Using 3-chloro-pyridazines as key intermediates, a variety of other 3-substituted-pyridazines were prepared. The effect of altering substitution at each position of the pyridazine and phenyl rings on herbicidal activity was examined. 

Dibenzyl- und Methyl-phenyl-sulfan-(4-mcthyl-benzolsulfonylimine) werden durch Dimethylsulfoxid bei mehrstiindigem Erhitzen auf 180° u.a. in Benzaldehyd (93-99%) bzw. Formaldehyd (33-35%) 37 gespalten. 

Hydroxy-alkylthio)-. . . (Elektrophil 4-Methyl-benzaldehyd, Benzopht-non) 2-[2- (4-Methyl-phenyl) -2-oxo-ethylthio]-... 

Lithiation of Dimethyl Sulfide and Methyl Phenyl Sulfide and Subsequent Reaction of the Lithium Compounds with Benzaldehyde and Trimethylchlorosilane... 

Photoproducts Benzaldehyde, benzophenone, cyclohexanone, benzil, methy Ibenzoate, 1 -phenyl-2-ethoxy-ethane-1 -one, 4-( 1 -methyl-ethyl)-benzaldehyde, acetophenone, 2,4,6-trimethyl-benzaldehyde UV-cured systems... 

Continuation of the process reduces the polymer to small fragments that include benzaldehyde and methyl phenyl ketone [527]. 

Figure 9.8 Log k vs. log Pow (a) and k vs. log (b) relationships predicted by eqs. 9.23 and 9.24 (solid lines), and experimental values (symbols) for a series of monosubstituted benzenes acetanilide, acetophenone, benzaldehyde, benzene, benzonitrile, benzyl alcohol, benzylamine, bromobenzene, butyrophenone, he phenone, methyl benzoate, methyl phenyl ether, nitrobenzene, propiophenone, toluene, and valerophenone. Molar concentrations of SDS in mobile phase (1,a) 0, (2, ) 0.016, (3,0) 0.05, (4,°) 0.1, and (5) 0.15. Reprinted from Ref 21 with permission of Elsevier.

As mentioned in the introductory chapter, historically the first asynunetric organocatalytic reaction can be dated back to Breeling s quinine (2)- or quinidine (3)-mediated addition of HCN to benzaldehyde (1) at the beginning of the last century (Scheme 1) (7), a reaction that was later on reinvestigated by Prelog (75). hi addition, one of the first highly enantioselective reactions ever was reported in the 1950s by Pracejus, who carried out the addition of methanol to methyl phenyl... 

Nitro-4,methyl-benzolazo]-phenylnitro methan 16, 530,1163. Benzaldehyd-[2.6-diiutro-4-methyl-phenyl> hydrazon] IS II244. 

The effect of making X more electron withdrawing is to stabilize the complexes in the corners B and D relative to A and C. As a result the transition state is shifted towards corner A ("Hammond effect") and toward corner B ("Thornton effect") as shown in Fig. lb. The net result of the two effects is to shift the transition state in the direction of more proton transfer and a should increase. This is again borne out by the results a similar trend in a was found for the phenoxide ion departure from substituted benzaldehyde methyl phenyl acetals (13). 

The conversion of 34 into BIRT 377 is rather efficient and very atom-economical. Treatment with 1.1 eq. MeOLi in methanol at rt provides the methyl ester of the protected amino acid along with 4-phenyl benzaldehyde. Addition of aqueous sodium bisulfite precipitates the aldehyde as the bisulfite adduct which can be removed by filtration. The crude methyl ester is then refluxed in toluene with the sodium salt of 3,5-dichloroaniline to afford hydantoin 35, which is then iV-methylated using LiHMDS/Mel in DMF to provide the final product. This sequence provides BIRT 377 in excellent purity in 40% overall yield over 5 steps, starting in this case from readily available (L)-A -/-butoxycarbonylalanine. 

Dimethyl ami no)benzaldehyde 100-19-6. Methyl 4-nitrophenyl ketone 100-52-7. Benzaldehyde. reactions 108-94-1. Cyclohexanone, reactions 121-33-5. 3-Methoxy-4-hydroxybenzaldehyde 122-00-9. Methyl 4-methyl phenyl ketone 12 3-08-0. 

Pyrrolo[2,3-6]pyridine, 6-methyl-reaction with aldehydes, 4, 503 reaction with benzaldehyde, 4, 511 Pyrrolo[2,3-6]pyridine, 7-methyl-hydrogenation, 4, 508 Pyrrolo[2,3-6]pyridine, 3-nitro-2-phenyl-reduction, 4, 511 Pyrrolo[2,3-6]pyridine, 2-phenyl-nitrosation, 4, 506 quatemization, 4, 503 synthesis, 4, 522... 

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