Hydrochloric Acid → HCID 57978199, compound

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To a solution of methyl 3-[(2R)-2-({(2R)-2-hydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl}amino)propyl]benzoate (Preparation 60) (5.12 g, 14.24 mmol) in tetrahydrofuran (35 ml), was added aqueous lithium hydroxide solution (1M, 29 ml, 29 mmol) and the solution left to stir at room temperature for 18 hours. Aqueous hydrochloric acid (1M, 29 ml, 29 mmol) was added and the tetrahydrofuran/water removed in vacuo to give the title compound as an off-white solid (5.87 g) that was used without further purification. 1H NMR (400 MHz, CD3OD): δ=7.86-7.84 (1H, d), 7.82 (1H, s), 7.37-7.30 (3H, m), 7.17-7.15 (1H, dd), 6.79-6.77 (1H, d), 4.89-4.85 (1H, m), 4.65 (2H, s), 3.60-3.50 (1H, m), 3.21-3.15 (3H, m), 2.84-2.78 (1H, dd), 1.25-1.23 (3H, d) ppm. LRMS (electrospray): m/z [M+H]+ 346, [M+Na]+ 368, [M−H]− 344. CHN analysis: found C, 50.29; H, 6.07; N, 3.07. C19H23NO5+2.0LiCl+1.3H2O requires C, 50.31; H, 5.69; N, 3.09.

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