HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 2-(3-chloro-4-(quinolin-2-ylmethoxy)phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(Chloromethyl)quinoline | HCID 20394 | — |
| Reactant | Ethyl 3-chloro-4-hydroxyphenylacetate | HCID 11031224 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2-(3-chloro-4-(quinolin-2-ylmethoxy)phenyl)acetate | HCID 67075604 | 46.8% |
Reaction Steps
To a solution of compound ethyl 2-(3-chloro-4-hydroxyphenyl)acetate (2.0 g, 0.009 mol) in DMF (10 mL) was added K2CO3 (3.8 g, 0.02 mol) at RT. The reaction mixture was stirred for 10 minutes and then 2-(chloromethyl)quinoline (1.2 g, 0.19 mol) was added. The reaction mixture was refluxed for 16 h, quenched with ice water and filtered. The residue that was obtained was extracted with DCM (2×100 mL). The combined organic layers were washed with water and brine, dried over Na2SO4, and concentrated in vacuo to afford ethyl 2-(3-chloro-4-(quinolin-2-ylmethoxy)phenyl)acetate (1.5 g, 45%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481534B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-5da4f39d9a244524b85492d7f8e73932 |
| Source note | uspto-grants-2013_07 |