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- W2100998122 abstract "Three reactions, namely, Reimer–Tiemann reaction of resorcinol, one pot Reimer–Tiemann reaction of resorcinol and its methylation and finally Reimer–Tiemann reaction of resorcinol monomethyl ether were studied. Better selectivities were observed in the first two reactions when β-cyclodextrin (β-CD) and its derivatives were employed. The formation of 2,4-dihydroxybenzaldehyde and 2-hydroxy-4-methoxybenzaldehyde from the first two reactions showed better conversion than the control reaction. In the process, 70.0% 2,4-dihydroxybenzaldehyde was detected in the presence of 1 equivalent of β-CD and 48.2% 2-hydroxy-4-methoxybenzaldehyde was detected in the presence of 0.2 equivalent of HPβ-CD. However, Reimer–Tiemann reaction of resorcinol monomethyl ether resulted in only a marginal increase (43.9%) of 2-hydroxy-4-methoxybenzaldehyde (I) in the presence of 0.2 equivalent of β-CD as compared to the control (35.2%). The observed results were explained in terms of specific orientation of resorcinol inside the β-CD cavity which facilitates the attack of dichlorocbenzene from the narrower end on the electron rich ortho position to the OH of resorcinol leading to the formation of 2,4-dihydroxybenzaldehyde or 2-hydroxy-4-methoxybenzaldehyde(I)." @default.
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- W2100998122 date "2001-03-01" @default.
- W2100998122 modified "2023-09-27" @default.
- W2100998122 title "Regioselectivity in the preparation of 2-hydroxy-4-methoxy benzaldehyde from resorcinol" @default.
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- W2100998122 doi "https://doi.org/10.1016/s1381-1169(00)00556-2" @default.
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