Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175237Generated: October 29, 2026

3-Bromobenzyl alcohol → 4-(1-(4-(2,3-Dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)benzyl 4-nitrophenyl carbonate

https://huagongshe.com/reaction/2175237

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromobenzyl alcoholHCID 85141—
Reactant4-(2,3-Dimethylphenoxy)-1-(5-(4-(hydroxymethyl)phenyl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-oneHCID 70981868—
Reactant3-Bromobenzyl 4-nitrophenyl carbonateHCID 86712580—
Product4-(1-(4-(2,3-Dimethylphenoxy)butanoyl)-1,2,3,4-tetrahydroquinolin-5-yl)benzyl 4-nitrophenyl carbonateHCID 86712581—

Reaction Steps

The title compound was prepared using a procedure analogous to 3-bromobenzyl 4-nitrophenyl carbonate except that (3-bromophenyl)methanol was replaced with 4-(2,3-dimethylphenoxy)-1-(5-(4-(hydroxymethyl)phenyl)-3,4-dihydroquinolin-1(2H)-yl)butan-1-one. LCMS, [M+H]+=595.2. 1H NMR (400 MHz, CDCl3) δ 8.32-8.16 (m, 2H), 7.44 (d, J=7.8 Hz, 2H), 7.37 (d, J=9.1 Hz, 2H), 7.28-7.13 (m, 4H), 7.09 (s, 1H), 6.98 (t, J=7.8 Hz, 1H), 6.72 (d, J=7.4 Hz, 1H), 6.62 (d, J=8.0 Hz, 1H), 5.31 (s, 2H), 3.92 (br. s, 2H), 3.76 (t, J=6.7 Hz, 2H), 2.74 (t, J=7.1 Hz, 2H), 2.44 (br. s, 2H), 2.29-2.08 (m, 5H), 1.92 (s, 3H), 1.84-1.71 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062028B2
Source datasetuspto-grants-2015_06
ORD IDord-dd5435d772f241748a00e051e293e030
Source noteuspto-grants-2015_06