9-Chloro-9-phenyl-9H-xanthene → 4-Nitrophenyl 4-[(9-phenyl-9-xanthyl)oxy]butyrate

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Reaction Steps

This compound was synthesized using the same method used to synthesize 1a except that pixyl chloride (PxCl) was substituted for dimethoxytrityl chloride, to give 1b in 80% yield, mp 130°-130.5° C. (EtOAc). 1H NMR (CDCl3) δ 1.98 (m, 2H, H3), 2.7 (t, J=7.3 Hz, 2H, H2), 3.0 (t, J=5.8 Hz, 2H, H4), 7.0-7.5 (m, 15H, ArH), 8.2 (d, J=7.1 Hz, 2H PhNO2 m-H). 13C NMR (CDCl3) δ 25.0 (C3), 31.5 (C2), 61.8 (C4), 75.4 (CPh3), 116.3, 123.2, 123.5, 126.4, 126.6, 127.9, 129.1, 129.4, 148.9, 151.3 (Px C), 122.4, 125.1, 145.2, 155.4 (PhNO2C), 171.0 (CO2). Anal. Calcd for C29H23NO6 : C, 72.3; H, 4.8; N, 2.9. Found: C, 72.0; H, 4.4; N, 3.2.

Provenance & Evidence