Benzyl Bromide → HCID 59600091, compound

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Reaction Steps

Compound 12 was prepared from 3-hydroxy-5-nitrobenzoic acid (8), following the same protocol as for the synthesis of iso-pentyl 3-iso-pentyloxy-5-nitrobenzoate (9). Scale: 2 g (10.9 mmol) 8; 5.2 mL (43.6 mmol) benzyl bromide; 6.03 g (43.6 mmol) K2CO3; 15 mL DMF anhydrous. Crude yield: 6.5 g dark red oil. Column chromatography (hexanes/ethyl acetate, 9:1, Rf=0.5), purified yield: 2.58 g white solid (65%). 1H NMR (CDCl3) δ 8.49 (dd, J1=1.4 Hz, J2=2.0 Hz, 1H), 8.01-7.98 (m, 2H), 7.49-7.34 (m, 10H), 5.41 (s, 2H, PhCH2), 5.19 (s, 2H, PhCH2).

Provenance & Evidence