Reaction #73295

Reaction equation

1,4-Dioxaspiro[4.5]decan-8-ol

methanesulfonyl chloride

→

1,4-Dioxaspiro[4.5]dec-8-yl methanesulfonate

Solvents

chloroform

Conditions

Workup

1. 1
   ExtractionThe reaction was extracted with ethyl acetate
2. 2
   Washthe organic extracts were washed with water, and saturated NaCl
3. 3
   Dryingdried (MgSO4)
4. 4
   Concentrationconcentrated in vacuo
5. 5
   OtherThe crude product was used in the next reaction without further purification

Procedure

1,4-Dioxaspiro[4.5]decan-8-ol (0.40 g, 0.0025 mol) was dissolved in chloroform (10.0 mL) and the resulting mixture was cooled at 0° C. To the mixture was added TEA (0.49 mL, 0.0035 mol) and methanesulfonyl chloride (0.23 mL, 0.0030 mol) and this mixture was stirred at 0° C. for 2 hours. The reaction was extracted with ethyl acetate and the organic extracts were washed with water, and saturated NaCl, then dried (MgSO4) and concentrated in vacuo. The crude product was used in the next reaction without further purification.

Source