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2. Alc to Sulf Ester
3. Alc to Ms

Alcohol to Mesylate

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Common Conditions:

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MeSO₂Cl

The formation of mesylates with methanesulfonyl chloride (MeSO2Cl) is usually accomplished with a base (ex. TEA or pyridine), in a solvent such as DCM, with cooling or at RT. A possible side-pdt is the corresponding alkyl chloride (see Alcohol to Chloride - Sulfonyl Chlorides).^[1]

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(MeSO₂)₂O

Methanesulfonic anhydride conditions are typically similar to that for methanesulfonyl chloride. One benefit is that there is no possibility of forming the alkyl chloride side-pdt.

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Reaction Map:

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The reaction map is intended to provide insight into possible reactions one step before and after the title reaction. It also serves as an alternative way to navigate the website, and as a means of coming up with retrosynthetic ideas. Click on the reaction arrow to visit the page.

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References:

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1) Pearson, A. J.; Roush, W. R.; Handbook of Reagents for Organic Synthesis, Activating Agents and Protecting Groups