Hydrochloric Acid → HCID 58043122, compound
Reaction equation
[CH3:1][O:2][C:3]1[C:10]([CH3:11])=[C:9]([O:12]C2CCCCO2)[CH:8]=[CH:7][C:4]=1[CH:5]=[O:6].Cl>C(O)C>[OH:12][C:9]1[CH:8]=[CH:7][C:4]([CH:5]=[O:6])=[C:3]([O:2][CH3:1])[C:10]=1[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Methoxy-3-methyl-4-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde—for preparation see e.g. Journal of Medicinal Chemistry, 41, 4819-4832 (1998)—(2.10 g, 8.4 mmol) was dissolved in ethanol (40 mL) and then HCl (2M, 40 mL) was added. After 20 minutes the solution was concentrated under reduced pressure. The aqueous residue was extracted twice with EtOAc and the combined organic solutions were washed with brine. The solution was dried over Na2SO4 and the solvent was removed by evaporation. The product was washed with petroleum-ether. There was obtained 1.0 g (72%) of 52A as a solid. 1H NMR (500 MHz, CDCl3): δ 2.05 (s, 3H), 3.78 (s, 3H), 6.74 (d, 1H), 7.49 (d, 1H), 10.05 (s, 1H).