3-broMo-5-fluoro-4-hydroxybenzaldehyde synthesis

Yield:185345-46-4 88%

Reaction Conditions:

with oxygen;cobalt(II) diacetate tetrahydrate;sodium hydroxide in ethylene glycol at 80; under 760.051 Torr; for 8 h;

Steps:

General procedure
General procedure: a mixture of substrate 1a(1 mmol), cobalt salt (n₁mol%) and NaOH (n₂ equiv)in EG (5 mL) was stirred with O₂ (1 atm) being bubbled, under 80 ^oCfor 8 h. Hydrochloric acid (10 mL, 2%) and methyl tert-butyl ether (MTBE, 10 mL) were successively added to the reactionmixture. The organic layer was separated, and the aqueous phase was furtherextracted with MTBE(10 mL × 2). The combined organic phase was dried over anhydrous sodium sulfateand concentrated to give a residue, which was purified by column chromatographyon silica gel (eluents: petroleum ether/ethyl acetate, 10/1) to provide thedesired products 2a.

References:

Jiang, Jian-An;Du, Jia-Lei;Liao, Dao-Hua;Wang, Zhan-Guo;Ji, Ya-Fei [Tetrahedron Letters,2014,vol. 55,# 8,p. 1406 - 1411] Location in patent:supporting information

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