[GSR]

Hi,

I am trying to protect the -OH group of a substituted benzyl alcohol with p-toulenesulfonyl chloride but it seems the reaction did not worked well. can anybody suggest ways( economical with good yield)  to protect/deprotect the -OH group of these kind of benzyl alcohol derivatives.

thanks in advance.

GSR

[forislam20]

TRY RPOTECTION WITH CH3I AND NaOH AND DEPROTECTION USING HI

[GSR]

can you be more specific  with details and references??

[movies]

A methyl ether can be a very difficult protecting group to cleave.

Are you set on using a Ts group?  What about a silyl ether like trimethylsilyl (TMS)?

What are you protecting from?  What other functional groups are in your molecule?  How would they be affected by protection/deprotection methods?

There are lots of things to consider when it comes to PGs!!

[plu]

Another alternative: dihydropyran