HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(3-Chloro-4-methoxyphenyl)-2-oxoethyl 2-(4-(quinolin-2-ylmethoxy)phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromo-1-(3-chloro-4-methoxyphenyl)ethan-1-one | HCID 10611613 | — |
| Reactant | 2-(4-(Quinolin-2-ylmethoxy)phenyl)acetic acid | HCID 14500235 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(3-Chloro-4-methoxyphenyl)-2-oxoethyl 2-(4-(quinolin-2-ylmethoxy)phenyl)acetate | HCID 58368021 | 43.2% |
Reaction Steps
To a solution of 2-(4-(quinolin-2-ylmethoxy)phenyl)acetic acid (1.0 g, 5.42 mmol) in acetonitrile (20 mL) were added Et3N (5.54 mL, 43.4 mmol) and 2-bromo-1-(3-chloro-4-methoxyphenyl)ethanone (1.07 g, 3.65 mmol) under an inert atmosphere. The reaction mixture was then stirred at RT for 1 h and concentrated in vacuo to obtain the crude product. The crude material was extracted with EtOAc (2×50 mL). The combined organic layers were washed with water, dried over Na2SO4, and concentrated in vacuo to afford 2-(3-chloro-4-methoxyphenyl)-2-oxoethyl 2-(4-(quinolin-2-ylmethoxy)phenyl)acetate (750 mg, 29%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481534B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-d8f57d3136cf4f89ab033f01e7ce5432 |
| Source note | uspto-grants-2013_07 |