Triethylamine → (Tetrahydrofuran-3-yl)methyl methanesulfonate

Participants

Reaction Steps

To tetrahydro-3-furanmethanol (25 g) in dry DCM (250 mL) at 0° C. under nitrogen was added triethylamine (68 mL) in a single portion. Methanesulphonyl chloride (24.7 mL) was added dropwise over 15 mins. The reaction was warmed to room temperature and was left over a weekend. The mixture was taken up in DCM (50 mL) and washed with saturated sodium bicarbonate solution (100 mL). The organics were dried using a hydrophobic frit and concentrated in vacuo to give the title compound as a brown oil in quantitative yield.

Provenance & Evidence