The Journal of Organic Chemistry

Aromatic hydroxylation. Hydroxybenzaldehydes from bromobenzaldehydes via reaction of in situ generated, lithiated. alpha.-morpholinobenzyl alkoxides with …

AK Sinhababu, RT Borchardt

文献索引：Sinhababu, Achintya K.; Borchardt, Ronald T. Journal of Organic Chemistry, 1983 , vol. 48, # 12 p. 1941 - 1944

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被引用次数: 15

摘要

A general method for the onestep conversion of bromobenzaldehydes to the corresponding hydroxybenzaldehydes has been developed. The method involves in situ protection of the aldehyde function of the bromobenzaldehyde as ita lithium morpholinoalkoxide, followed by lithium-bromine exchange, reaction with nitrobenzene at-75 “C, and a subsequent acidic workup. The method has been applied to the synthesis of 4, 5-dimethoxy-3-hydroxy-(la), 3, ...