Chemical Properties
creamish to yellow crystalline powder
Uses
4-Benzyloxybenzaldehyde is used in the synthesis of (5-fluoro-(2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentanenitrile),an estrogen receptor β-selective ligand. It is a position isomer of the adenylyl cyclase activator 2-benzyloxybenzaldehyde.
Uses
4-Benzyloxybenzaldehyde is a position isomer of the adenylyl cyclase activator 2-Benzyloxybenzaldehyde. 4-Benzyloxybenzaldehyde also has much less potent anticancer activity against HL-60 cells that i
ts isomeric counterpart.
Synthesis Reference(s)
Journal of Medicinal Chemistry, 32, p. 192, 1989
DOI: 10.1021/jm00121a035
General Description
4-(Benzyloxy)benzaldehyde was used in the synthesis of (5-fluoro-(2
R*,3
S*)-2,3-
bis(4-hydroxyphenyl)pentanenitrile),an estrogen receptor β-selective ligand.
Synthesis
P-hydroxybenzaldehyde 5g (41mmol) and potassium carbonate 11.3g into a three-necked flask, add N, N-dimethylformamide (DMF) 25ml, stirring for 15min to form a suspension, dropwise addition of benzyl chloride 5.7g (45mmol), the reaction at room temperature of 6-8h, TLC tracking reaction to the end of the ice-water mixture was poured into a large number of solids precipitation, filtration, washed a number of times with water. Filtered, washed with water for several times, dried to obtain a white solid 4-benzyloxybenzaldehyde 8.13g (yield 94%).
