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Updated: Jun 1, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Methyl 3-hydr-oxy-4-(3-methyl-but-2-en-yloxy)benzoate
Abstract:
The title compound, C(13)H(16)O(4), was isolated from culture extracts of the endophytic fungus Cephalosporium sp. The ester and ether substituents are twisted only slightly out of the benzene ring plane, making dihedral angles of 2.16 (2) and 3.63 (5)°, respectively. The non-H atoms of all three substituents are almost coplanar with the benzene ring, with an r.m.s. deviation of 0.0284 Å from the mean plane through all non-H atoms in the structure. A weak intra-molecular O-H⋯O hydrogen bond contributes to this conformation. In the crystal structure, mol-ecules are linked into a one-dimensional chain by inter-molecular O-H⋯O hydrogen bonds. Weak non-classical C-H⋯π contacts are also observed in the structure.
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