2-(2-Chloro-5-nitro-phenoxymethyl)-tetrahydrofuran → 4-Chloro-3-((tetrahydrofuran-2-yl)methoxy)benzenamine

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A solution of 2-(2-chloro-5-nitro-phenoxymethyl)-tetrahydrofuran (0.45 g, 1.75 mmol) in EtOAc (10 mL) was degassed with argon then charged with 10% by weight Pd/C (0.4 g). The mixture was stirred for 7 h under an H2 atmosphere, filtered through Celite® and concentrated in vacuo. A mixture contained the title compound along with starting material in a 7:3 ratio. MS: (MH+)=227.1; Calc'd 227.69 for C11H15ClNO2.

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