3- Phenyl propanal

In other cases, sulfenic acid elimination can involve y-hydrogen atoms with the formation of cyclopropane derivatives. y-Klimination is favored when DMSO is the reaction solvent. An example involving l-methylsulfinyl-2-ethyl-3-phenyl propane [14198-15-3] is shown in equation 13 (45) ... 

O UJJ H LltAIDJ/Ether Riickil., 8 h 1-( TYideuteromethyl-amino) -3-phenyl-propan 76 3... 

X - Hi R - CeC C6H3 4-Dimelhylamino-l,5-diphenyl-5-oxo-l-pentin X = Br R = CjH, I-(4-Brom-phenyl)-2-dimethylamino-l-oxo-3-phenyl-propan... 

Dibenzylamino-3-pkenyl-propan 78 l -Amino-3-phenyl-propan 100... 

Benzylsuccinic Acid(called Benzylbernstein-saure 3-Phenyl-propan-dicarbonsaure-(1.2) or y -Phenyl-brenzweinsaure in Ger), C6HS.CH2.CH-(COOH).CH2.COOH mw 208.21 ndls or lfts (from w), mp 160-1°. Other props prepn are given in Beil 9,877(384) [628]... 

Oxo-3-phenyl-propan- -diethylester XII/1, 463 2-Oxo-propan- -dialkylester XII/1,51 Iff. 2-Oxo-propan- -dibutylester XII/1, 494 2-Oxo-propan- -dichlorid XII/1, 394 1-Oxo-propan- -diethylester... 

Aldehyde synthesis 2,4-Dimethylthiazole (1) when treated with n-butyllithium in dry THF and then with benzyl chloride yields 2-(2-phenylethyl)-4-methylthiazole (2) in 94% yield. This product is then alkylated with trimethyloxonium fluoroborate and reduced with sodium borohydride to give 2-(2-phenylethyl)-3,4-dimcthylthiazolidine (3) in high yield. The final step is hydrolysis using mercuric chloride as catalyst 3-phenyl-propanal (4) is obtained in 60% yield. 

Chiral /3-diketones, such as 3-acylcamphor (campH) or l,3-bis[(S)-(4-[2.2]paracyclophanyl)] propane-1,3-dione (bppdH) or [l-(S)-(4-[2.2]paracyclophanyl)-3-phenyl]propane-l,3-dione... 

A noteworthy example of an unexpected result in this area is the cyanation of l-chloro-3-phenyl-propan-2-one (15) with sodium or potassium cyanide in aqueous acetone which yielded the condensation product 16 in 55% yield.It is proposed that the reaction occurs via a Favorskii-type 1,3-dehydrochlorination, followed by trapping of the intermediate cyclopropanone 18 by cyanide to give cyanohydrin 19, which is not isolable. Instead, it adds across the intermediate cyclopropanone 18 to give adduct 20, which opens in the so-called normal way to afford the most stable carbanion 21, the benzylic carbanion. On protonation, the final cyclopropanecar-bonitrile 16 is formed and isolated as one stereoisomer, resulting from stereospecific addition of cyanide to the intermediate cyclopropanone. As expected, the isomeric 1-chloro-l-phenyl-propan-2-one (17) reacted in similar manner with aqueous cyanide to afford adduct 16, albeit in a lower yield. 

Reaction of the 2-methyl-substituted cyclopropane 2 with titanium(IV) chloride/3-phenyl-propanal gives a mixture of the 2-methyl- and 3-methyl-y-lactones 3 and 4, indicating that the mode of ring opening of this cyclopropane by titanium(IV) chloride lacks regioselectivity. ... 

H5C6 —CH2—CH2—CO —S— C2H5 Aceton 2-3 0-5 l,3-Diphenyl-2 -(2 -phenyl-ethyl]-imidazolidin (3-Phenyl-propanal) 84 144 193... 

Auch Dimethylamin-Derivate konnen fur C-Alkylierungcn der Aldehyde eingesetzt werden. Als Beispiel sei die Benzylierung von 2-Methyl-propanal zu 2,2-Dimethyl-3-phenyl-propanal (80%)28 erwahnt ... 

Methoxy-phenyl)-3(5)-phenyl)-1 H-pyrazol 2,6 g(10,2 mmol) 2-(4-Methoxy-phenyl)-3-oxo-3-phenyl-propanal werden in 20 ml Ethanol mit 0,6 ml (14,6 mmol) 78% Hydrazin-Hydrat 45 min. am RiickfluB erhitzt. Nach dem Verdiinnen mit Wasser wird mit Diethylether ausgeschiittelt, die organ. Phase mit Mare eingeengt, Der Riickstand wird aus... 

Aus dem Natrium-Salz von 3-Oxo-3-phenyl-propanal wird mit Hydrazin-Dihydrosulfat 3(5)-Phenyl-1 H-pyrazol (72% Schmp. 78°)301, mit (4-Nitro-phenyl)-hydrazin l-(4-Nitro-phenyl)-5-phenyl-1 H-pyrazol (Schmp. 117-118°) gebildet203. 

Zeise s salt, modified with chiral aminophosphane-phosphinites (AMPP), can also be used as a catalyst precursor in asymmetric styrene hydroformylation113. Other catalytic platinum systems for the hydroformylation of styrene are platinum(O)- alkene complexes of the type [Pt(C2H4)(L2)] L2 = l,2-bis[(diphenylphosphino)methyl]benzene and ( + )-Diop 24. When activated with methanesulfonic acid, catalysts for styrene hydroformylation are formed, which give total yields of aldehydes ranging from 44 to 67% and selectivities towards linear 3-phenyl-propanal ranging from 80 to 88%. Smaller amounts of the corresponding alcohols (3-18%) are also obtained with a pronounced selectivity towards 3-phenylpropanol of 94-96%. However, when Diop complexes of this type are used, no asymmetric induction in hydroformylation can be detected24. 

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