2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 136491270, compound

Participants

Reaction Steps

To a solution of {3-[4-(4-methoxy-benzyloxy)-phenyl]-isoxazol-4-yl}-carbamic acid tert-butyl ester (3.01 g, 7.6 mmol) in CH2Cl2 (80 mL) and water (8 mL) was added 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (5.17 g, 23 mmol). After stirring for 60 h, the reaction mixture was suspended between a water/CH2Cl2 bilayer. The organic phase was removed and the aqueous phase was extracted twice with CH2Cl2. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo to give a deep red oil. [3-(4-Hydroxy-phenyl)-isoxazol-4-yl]-carbamic acid tert-butyl ester (2.14 g, 92%) was isolated by chromatography (1-100% ethyl acetate in hexanes).

Provenance & Evidence