4-Hydroxy-3-nitrobenzoic acid

yellow to light brown powder

After Preparation of Compound 50d 4-Hydroxy-3-nitrobenzoic acid (5.0 g, 27.3 mmol) was dissolved in THF (120 mL) at 0 C under nitrogen, and then 1 M BH3-THF complex (54.6 mL, 54.6 mmol) was added thereto and stirred at room temperature for 20 hours. After the reaction was completed, EtOAc (200 mL), 0.5 N aq. HC1 (20 mL), and distilled water (100 mL) were added thereto. The organic layer obtained as described above was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The resulting residue was subjected to column chromatography to produce the compound 50d (4.2 g, 91 %). 1H-NMR (600 MHz, CD3OD) delta 8.06 (d, J= 1.2 Hz, 1H), 7.59 (dd, J= 1.2, 7.8 Hz, 1H), 7.12 (d, J= 8.4 Hz, 1H), 4.83 (s, 2H).4-Hydroxy-3-nitrobenzoic acid (5.0 g, 27.3 mmol) was dissolved in THF (120 mL) at 0 C under nitrogen, and then 1 M BH3-THF complex (54.6 mL, 54.6 mmol) was added thereto and stirred at room temperature for 20 hours. After the reaction was completed, EtOAc (200 mL), 0.5 N aq. HC1 (20 mL), and distilled water (100 mL) were added thereto. The organic layer obtained as described above was dried over anhydrous Na2S04 and concentrated under reduced pressure. The resulting residue was subjected to column chromatography to produce the compound 50d (4.2 g, 91 %). 1H-NMR (600 MHz, CD3OD) delta 8.06 (d, J= 1.2 Hz, 1H), 7.59 (dd, J= 1.2, 7.8 Hz, 1H), 7.12 (d, J= 8.4 Hz, 1H), 4.83 (s, 2H).The preparation of amino alcohol 3required successive reductions from commercially available (5g, 27.3O4mmol) was dissolved in THF (l2OmL) at0C under nitrogen atmosphere, and then 1M BH3-THF complex (54.6mL, 54.6mmol) was added thereto and stirred at room temperature for 20 hours. After the reaction was completed, ethylacetate (200mL), 0.5N HC1 (2OmL), and distilled water (lOOmL) were added thereto. The organic layer obtained as described above was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was subjected to column chromatography, thereby obtaining Compound 5d (4.20g, 91%). 'HNMR(600MHz, CD3OD) 8.06 (d, J 1.2Hz, 1H), 7.59 (dd, J 1.2, 7.8Hz, 1H), 7.12 (d, J 8.4Hz, 1H), 4.83 (s, 2H)

Molecular Weight:183.12
XLogP3:2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:183.01677226
Monoisotopic Mass:183.01677226
Topological Polar Surface Area:103
Heavy Atom Count:13
Complexity:223
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes