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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 459295Generated: October 29, 2026

1-(p-Hydroxyphenyl)imidazole → (2S)-3-{4-[3-(4-Imidazol-1-yl-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid

https://huagongshe.com/reaction/459295

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(p-Hydroxyphenyl)imidazoleHCID 82315—
Reactant3-[4-(3-Bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl esterHCID 69425135—
Product(2S)-3-{4-[3-(4-Imidazol-1-yl-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acidHCID 58822946—

Reaction Steps

3-[4-(3-Bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl ester (Example 173, Step A) and 4-(imidazol-1-yl)phenol were treated under ester J to give the title compound. 1H-NMR (CDCl3, 200.15 MHz): δ 8.11 (s, 1H), 7.31–7.16 (m, 7H), 6.99 (d, 2H, J=8.9), 6.82 (d, 2H, J=8.6), 4.19 (t, 2H, J=6.2), 4.12 (t, 2H, J=5.9), 3.95 (dd, 1H, J=7.3, 4.8), 3.39 (s, 3H), 3.08 (dd, 1H, J=14.4, 4.8), 2.96 (dd, 1H, J=14.2, 7.6), 2.26 (qn, 2H, J=5.9).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07192982B2
Source datasetuspto-grants-2007_03
ORD IDord-2cdfa8a9aa024a408cf05a2d0dd5af39
Source noteuspto-grants-2007_03