[lutesium]

How can Phenethyl Bromide synthesised??? Would a deamination of Phenethyl Amine to Phenethyl Alcohol work??? Or is there an easier way???

If we try to halogenate Benzyl Alcohol or Phenethyl Alcohol with a HX which would be easier???


Lutesium....

[agrobert]

Tosylate the alcohol and then displace it with HBr.

[Kryolith]

If we try to halogenate Benzyl Alcohol or Phenethyl Alcohol with a HX which would be easier???

1. Formation of a resonance stabilized benzyl cation (S_N1)-->Addition of halogenide
2. Primary carbon atom --> S_N2 reaction, E2 elimination possible

A better way (in both cases) would be the use of SOCl₂, PCl₃, PCl₅ etc. for chlorination or PBr₃ (P+Br₂) for bromination.

[agrobert]

1. Formation of a resonance stabilized benzyl cation (S_N1)-->Addition of halogenide
2. Primary carbon atom --> S_N2 reaction, E2 elimination possible

A better way (in both cases) would be the use of SOCl₂, PCl₃, PCl₅ etc. for chlorination or PBr₃ (P+Br₂) for bromination.

Right, I wasn't thinking about elimination. 

[lutesium]

So how can phenethyl alcohol be synthesised???


Lutesium...

[Kryolith]

So how can phenethyl alcohol be synthesised???

There are several ways, for example Friedel-Crafts reaction of benzene and ethylene oxide, Grignard reaction of PhMgBr with ethylene oxide, hydrogenation of styrene oxide with Raney-Ni, reaction of esters of phenylacetetic acid with Na in EtOH etc.