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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104799Generated: November 4, 2026

Cesium carbonate → Methyl 3-[(3-{[3-Benzyl-8-(Trifluoromethyl)Quinolin-4yl]Methyl}Phenoxy)Methyl]Benzoate

https://huagongshe.com/reaction/2104799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethyl 3-(bromomethyl)benzoateHCID 517981—
Reactant3-{[3-Benzyl-8-(Trifluoromethyl)Quinolin-4-yl]Methyl}PhenolHCID 66913879—
SolventAcetonitrileHCID 6342—
ProductMethyl 3-[(3-{[3-Benzyl-8-(Trifluoromethyl)Quinolin-4yl]Methyl}Phenoxy)Methyl]BenzoateHCID 6691438450.9%

Reaction Steps

3-{[3-Benzyl-8-(trifluoromethyl)quinolin-4-yl]methyl}phenol (0.100 g, 0.254 mmol), methyl 3-bromomethylbenzoate (0.058 g, 0.254 mmol) and Cs2CO3 (0.331 g, 1.02 mmol) in acetonitrile (4 mL) are stirred 18 h. The reaction is filtered and then purified using Prep HPLC (10 to 100% acetonitrile/water gradient) to afford 0.070 g of the title compound as a colorless oil. 1H NMR (CDCl3) δ 8.96 (s, 1H), 8.12 (d, J=8.6 Hz, 1H), 8.02 (m, 2H), 7.97 (d, J=7.7 Hz, 1H), 7.5 (m, 2H), 7.42 (m, 1H), 7.18 (m, 6H), 6.80 (dd, J=8.2 and 2.0 Hz, 1H), 6.63 (d, J=7.7 Hz, 1H), 6.51 (s, 1H), 4.96 (s, 2H), 4.45 (s, 2H), 4.19 (s, 2H), 3.92 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576215B2
Source datasetuspto-grants-2009_08
ORD IDord-b3062f7052ef4757af894ac38d56c90f
Source noteuspto-grants-2009_08