Sodium Hydroxide → tert-Butyl 2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)acetate

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Reaction Steps

tetra-n-Butylammonium chloride (0.33 eq) and sodium hydroxide solution (5 ml/mmol, 35%) were added to a cooled solution of (1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methanol (1 eq) in toluene (5 ml/mmol) at 0° C. tert-Butylbromoacetate (1.5 eq) was then slowly added dropwise at 0° C. After stirring the mixture at room temperature for 90 min the phases were separated, the organic phase was washed with water to a neutral pH, dried over sodium sulfate and concentrated to small volume under vacuum. The crude product was used in the next stage with no further purification. Yield: 64%

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