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The title compound, C13H17NO5, (I), is a precursor of ethyl N-[2-(hydroxyacetyl)phenyl]carbamate, (II), whose structure we reported recently [Garden, Côrrea, Pinto, Wardell, Low & Glidewell (2007). Acta Cryst. C 63, o234–o238]. In compound (I), the 1,3-dioxolane ring adopts a twisted conformation and the carbamate ester side chain adopts an almost planar all- trans conformation. Pairs of molecules are linked by O—H...O hydrogen bonds into a cyclic centrosymmetric R22(18) dimer to which are fused two S(6) rings generated by an intramolecular N—H...O hydrogen bond. [ABSTRACT FROM AUTHOR]

In ethyl N-[2-(hydroxy­acetyl)phenyl]carbamate, C11H13NO4, all of the non-H atoms lie on a mirror plane in the space group Pnma; the mol­ecules are linked into simple chains by a single C—H⋯O hydrogen bond. The mol­ecules of ethyl N-[2-(hydroxy­acetyl)-4-iodo­phenyl]carbamate, C11H12INO4, are linked into sheets by a combination of O—H⋯I and C—H⋯O hydrogen bonds and a dipolar I⋯O contact. Ethyl N-­[2-(hydroxy­acetyl)-4-methyl­phenyl]carbamate, C12H15NO4, crystallizes with Z′ = 2 in the space group P ; pairs of mol­ecules are weakly linked by an O—H⋯O hydrogen bond and these aggregates are linked into chains by two independent aromatic π–π stacking inter­actions. [ABSTRACT FROM AUTHOR]