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Acid to Ester

1) SOCl2 2) MeOH


Example 1

To a suspension of the SM (750 mg, 1.696 mmol) in DCM (8.5 mL) and a few drops of DMF was added oxalyl chloride (0.259 mL, 2.97 mmol) at RT. The mixture was stirred for 30 min, then cooled to 0 C and MeOH was added. The reaction mixture was stirred for 30 min, concentrated to a yellow solid, and diluted with H2O. The mixture was extracted with DCM (3x). The combined organics were dried (Na2SO4) and concentrated to provide the product as a pale yellow solid. [700 mg, 90%]

[Patent Reference: WO2012129338, page 85, (12.0 MB)]