Topic: Esterification of an Amide (Read 6460 times)

thorium · « **on:** February 02, 2008, 06:43:53 PM »

How can an amide be esterified? But not using so harsh reaction conditions (if possible even not an acid) because the molecule that we'll be working on is a very fragile one!

Kryolith · « **Reply #1 on:** February 03, 2008, 04:07:24 AM »

Diazoalkanes are known to alkylate amides under mild conditions.

thorium · « **Reply #2 on:** February 03, 2008, 04:39:14 AM »

But aren't they explosive?

Kryolith · « **Reply #3 on:** February 03, 2008, 04:48:03 AM »

I synthesized diazomethane:
You can handle it well in solution (not too concentrated). It is very toxic and carcinogenic as well. An alternative to diazolkanes are their SiMe₃ derivates.

thorium · « **Reply #4 on:** February 03, 2008, 05:05:00 AM »

So with diazoethane or triethylsilane can I diethylate my very precious and sensitive amide?

Note: This amide is even sensitive to light (Take this into consideration too)

lutesium · « **Reply #5 on:** February 03, 2008, 05:50:16 AM »

Maybe Ethyl Tosylate can also work???

Kryolith · « **Reply #6 on:** February 03, 2008, 07:10:14 AM »

Quote from: thorium on February 03, 2008, 05:05:00 AM

So with diazoethane or triethylsilane can I diethylate my very precious and sensitive amide?

Triethylsilane won't work.

Quote from: Kryolith on February 03, 2008, 04:48:03 AM

An alternative to diazolkanes are their SiMe₃ derivates.

Topic: Esterification of an Amide (Read 6460 times)

thorium

Esterification of an Amide

Kryolith

Re: Esterification of an Amide

thorium

Re: Esterification of an Amide

Kryolith

Re: Esterification of an Amide

thorium

Re: Esterification of an Amide

lutesium

Re: Esterification of an Amide

Kryolith

Re: Esterification of an Amide

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