Chlorine instead of Br in Ketamine and PPA Synths

[wolff_kishner]

Is chlorine an acceptable substitute for bromine in the following syntheses?

1. Bromination of o-chlorophenyl cyclopentyl ketone (Ketamine synthesis)

2. alpha bromination of propiophenone (PPA synthesis from propiophenone)

The nature of the reactions seems to indicate that any halogen will do. Am I wrong? Is bromine specifically required?

[starlight]

That if you made alpha-chloro propiophenone you would get close to no yield when trying to substitute the halogen with ammonia.

[Organikum]

It might work using a pressure bomb, though.