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4-Benzyloxyaniline hydrochloride

CAS 51388-20-6

4-Benzyloxyaniline hydrochloride
Why would a chemist deliberately add an entire benzyl group to a molecule...
only to remove it later? Protection. 4-Benzyloxyaniline hydrochloride offers a neat example. Its synthesis can begin with 4-nitrophenol. First, the phenolic OH is converted into a benzyl ether: O-H becomes O-CH2-C6H5.

The oxygen is still there. But now it's wearing a temporary chemical shield. Next, the nitro group can be reduced to an amine while the protected oxygen remains intact. Finally, hydrochloric acid converts the amine into its hydrochloride salt.
Published: 2026-08-18
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