Sodium borohydride → HCID 86642842, compound

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Reaction Steps

To a mixture of 0.760 g (3.49 mmole) of methanesulfonic acid 4-fluoro-2-formyl-phenyl ester and 10 mL of methanol at 0 degrees was added, portionwise over 10 minutes, 0.200 g (5.4 mmole) of sodium borohydride. The mixture was stirred at 0 degrees for 10 minutes and then concentrated under reduced pressure. The residue was partitioned between 50 mL of ethyl acetate and 50 mL of water while 1 M hydrochloric acid was carefully added. The mixture was stirred at room temperature until gas evolution ceased. The aqueous layer was extracted three times with 20 mL of ethyl acetate. The combined organic layers were washed with 30 mL of brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 0.740 g of methanesulfonic acid 4-fluoro-2-hydroxymethyl-phenyl ester as a yellow oil.

Provenance & Evidence