Hydrochloric Acid → HCID 14496321, compound

Participants

Reaction Steps

3.45 g (0.01 mol) of unreacted ester (-)-4-benzyloxy-4'-(1-acetoxyethyl)biphenyl obtained in Example 12 was added into a mixture of 50 ml of methanol and 25 ml of a 20% sodium hydroxide solution and stirred at 30°-40° C. for 2 hours. The reaction mixture was added with 200 ml of water, adjusted to pH 4 with 4N hydrochloric acid and extracted with 500 ml of ether. The organic layer was washed with water and concentrated under reduced pressure to give 3.0 g (99% yield) of (-)-4-benzyloxy-4'-(1-hydroxyethyl)biphenyl as a white solid. By using 1.22 g (4 mmol) of this product as starting material, the alkylation, debenzylation and after-treatments of Example 19 were carried out to obtain 0.47 g (91% yield) of (-)-4-hydroxy-4'-(1-(2s-methylbutyloxy)ethyl)biphenyl. nD20 =1.5479, [α]D20 = -60.0° (c=1, CHCl3).

Provenance & Evidence