Synthesis of halodimethoxy-1, 2-benzoquinones

U Wriede, M Fernandez, KF West…

Index: Wriede, Ulrich; Fernandez, Mario; West, Kevin F.; Harcourt, Dale; Moore, Harold W. Journal of Organic Chemistry, 1987 , vol. 52, # 20 p. 4485 - 4489

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Citation Number: 43

Abstract

" Key:(a) m-CPBA/CH2C1,;(b) NaOH (92%);(ci DHP/H+(88%);(d) n-BuLi;(e) DMF;(f) H30+(79%). 22 in 64% overall yield is outlined in Scheme VI. Here, 2, 5- dimethoxybenzaldehyde (29) was converted to the phenol 30 in 92% yield. The THP derivative 31 was prepared in 88% yield, and subsequent formylation and deprotection gave 22 in 79% yield. Still another route to 22 was achieved in 41% yield starting with the ...