HCID 14256049, compound → HCID 15696376, compound

Participants

Reaction Steps

Lithium aluminum hydride (76 mg, 2 mmol) was added to a solution of nitro stilbene 6l (270 mg, 0.87 mmol) in THF (25 mL), and the mixture was stirred at room temperature for 12 h. Solvent was evaporated at reduced pressure, and the residue was decomposed by careful addition of ice water (20 mL) containing 2 mL of glacial acetic acid. The red solid formed was filtered and crystallized from CH2Cl2 -ether to give 6z (200 mg, 82%); mp 251°-3° C.; IR (KBr) 3440, 3400, 3000, 2920, 2820, 1600, 1580, 1510, 1340, 1240, 1130, 990, 950, 830 cm-1 ; 1H NMR (DMSO-d6, 300 MHz) δ7.87 (d, J=8.3 Hz, 2H), 7.59 (d, J=8.3 Hz, 2H), 7.08 (d, J-16.0 Hz, 1H), 7.01 (d, J= 16.0 Hz, 1H), 6.71 (s, 2H), 3.87 (s, 6H), 3 82 (s, 3H); CIMS (isobutane) m/e 286 (MH+, 100). Anal. (C17H19NO3) C, H.

Provenance & Evidence