HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Methyl 3-[(3-{[3-Benzyl-8-(Trifluoromethyl)Quinolin-4yl]Methyl}Phenoxy)Methyl]Benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 3-(bromomethyl)benzoate | HCID 517981 | — |
| Reactant | 3-{[3-Benzyl-8-(Trifluoromethyl)Quinolin-4-yl]Methyl}Phenol | HCID 66913879 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3-[(3-{[3-Benzyl-8-(Trifluoromethyl)Quinolin-4yl]Methyl}Phenoxy)Methyl]Benzoate | HCID 66914384 | 50.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576215B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-b3062f7052ef4757af894ac38d56c90f |
| Source note | uspto-grants-2009_08 |