HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 3-[5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(Bromomethyl)quinoline | HCID 12417418 | — |
| Reactant | Methyl 3-[5-hydroxyindol-2-yl]-2,2-dimethylpropanoate | HCID 18947616 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-[5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate | HCID 18947552 | 66.2% |
Reaction Steps
A mixture of the phenol from step B (13.62 g, 55.14 mmol) and 2-bromomethylquinoline (12.85 g, 1.05 mol eq.) and anhydrous K2CO3 (15.22 g, 2 mol. eq.) in DMF (40 ml) was stirred at RT for 48 hours. The mixture was then poured onto ice/water and after all the ice had melted, the brown solid was collected and air-dried. The dried material was passed through a plug of silica (using EtOAc/hexane (1:3) as eluent) to remove the color; yield: 19 g, 88%. Recrystallization from EtOH afforded 14.17g of pure title compound, m.p. 131°-132° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05272145 |
| Source dataset | uspto-grants-1993_12 |
| ORD ID | ord-a754ea329bed47ff9f6be633c78dfe3e |
| Source note | uspto-grants-1993_12 |