Tetrahydrofuran (THF) is a good solvent for this reaction, temp. 0---- up to room temperature, time=follow up by chromatographic or spectroscopic tech .

Good luck

Tetrahydrofuran (THF) is a good solvent for this reaction, temp. 0---- up to room temperature, time=follow up by chromatographic or spectroscopic tech .

Good luck

Thank you Prof. Amer. Does it take very long reaction time? Does heating ~ 40-50 deg. increase the rate?

First, we agreed to follow the reaction progress so leave it overnight at room temperature before heating.

Good luck

NaH is insoluble in THF but you can use it. DMF is an alternative

Tetrahydrofuran (THF) or DMF and temperature 5 to 10C

Dry DMF at rt. to 60 degree  and must be attention if bromide can make elimination in the presence of formed alkoxide first that ethere formation.

The reactants, the solvents, the reaction condition should be completely dry.

THF is normally used stirring a THF solution of the alcohol with NaH adding the the alkyl bromide in THF in drops.   After the addition is over it may be refluxed for an hour  and then left stirring over night.

DMF and ACN produce byproducts with NaH, see ref: https://pubs.acs.org/doi/abs/10.1021/jo802706d?src=recsys&journalCode=joceah

I usually stick with THF