[snikt]

hi

how would i protect bromooctanethiol for reacting it in sodium hydride reaction?

i've found alot of unusual protecting groups, eg. silyl amide groups with trifilate, but not sure....

thanks

[snikt]

  need some help please
snikt

[sjb]

I'm not sure what you're asking here - are you wanting ultimately to dehalogenate the bromine from the bromothiol?

What happens when you have one equivalent of NaH? Does this cleanly deprotonate the thiol?

Is there nothing in Greene and Wuts (http://www.amazon.com/Greenes-Protective-Groups-Organic-Synthesis/dp/0471697540) Kocienski (http://www.amazon.com/Protecting-Groups-Philip-J-Kocienski/dp/1588903761/) or similar?

[snikt]

Hi Thanks

Yes i want to eventually dehalogenate, however, i wwas not sure if the thiol will be cleaved off as well.

the reaction i intend to do is to functionalise a amine with a long carbon chain and have a thiol at the end


let me know