Lithium Hydroxide → HCID 22600131, compound

Participants

Reaction Steps

To a solution of ethyl 2-(4-benzyloxy-3-methoxyphenyl)-3-hydroxy-propionate (1.29 g; 3.29 mmol; from step (iii) above) in THF (12.5 mL) was added a solution of LiOH (0.273 g; 6.75 mmol) in H2O (5 mL), and the mixture was stirred at room temperature for 2.5 hours. The resultant mixture was partially concentrated, water (25 mL) was added, the mixture was washed with two portions of CH2Cl2, made acidic with HCl/aq (2M), and extracted with 3 portions of CH2Cl2. The combined organic layers were washed with brine, dried (Na2SO4), and evaporated to yield 10.55 g (quant.) of a yellow powder. Purity 83.2%. 1H-NMR (400 MHz; MeOH): δ 7.41 (d, 2H); 7.32 (m, 4H); 6.94 (d, 2H); 6.82 (dd, 1H); 5.06 (s, 2H); 4.04 (m, 1H); 3.83 (s, 3H); 3.70 (m, 2H).

Provenance & Evidence