1-Bromo 2 phenyl-2-propanol

It has been reported that phenyl glyoidyl ether, in the presence of pyridininm iodide, can serve as the base for conversion of 3-bromo-l-propanol into trimetkylene oxide in 22% yield,v> but an attempt to repeat this reaction was completely unsuooessfnL ... 

The reaction produces a racemic mixture of the product shown, (lR S)-2-bromo-1-phenyl-1-propanol and its enantiomer, the (I S,2R)-stereoisomer, in 92% yield. It is regiospecific, because none of the isomeric I-bromo-1-phenyl-2-propanol is formed. It is stereospecific, because none of the (I S,2S)-diastereomei or its enantiomer, the (I R,2R)-stereoisomer, is produced. 

Benzyl bromide Toluene, a-bromo- (8) Benzene, (bromomethyl)- (9) (100-39-0) (S)-2-(N,N-Dlbenzylamino)-3-phenyl-1-propanol Benzenepropanol, p-[bis(phenylmethyl)amino]-, (S)- (12) (111060-52-7)... 

Scheme 8.96. The extension of a carbon chain by two carbon atoms as a consequence of the ring opening of an oxirane (epoxide, ethylene oxide) by the reaction with a representation of an organometallic reagent (benzylmagnesium bromide, a Grignard reagent), hydrolysis, and conversion of the resulting alcohol (3-phenyl-l-propanol) to the corresponding alkyl bromide (l-bromo-3-phenylpropane).

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