HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66863626, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 2-Thiopheneboronic acid | HCID 2733960 | — |
| Reactant | Methyl 2-bromo-5-methoxybenzoate | HCID 2776849 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 66863626 | HCID 66863626 | 52% |
Reaction Steps
To a degassed solution of methyl 2-bromo-5-methoxybenzoate 8 (0.25 g, 1.020 mmol), 2-thiophene boronic acid 9 (0.170 g, 1.326 mmol), tri-o-tolylphosphine (0.093 g, 0.306 mmol), and K2CO3 (0.423 g, 3.06 mmol) in DME (3 mL) and water (1 mL) was added Pd(Ph3P)4 (0.077 g, 0.066 mmol) and the reaction mixture was placed in a preheated oil bath at 85° C. and stirred overnight. The next morning the reaction was complete by HPLC therefore it was solvent evaporated, diluted with DCM, washed with water, brine, dried over MgSO4, filtered and solvent evaporated to provide compound 10 (0.13 g, 52% yield) as a colorless oil after purification by Biotage (0 to 10% EtOAc in Hexane). LRMS (ESI): (calc.) 248.05 (found) 249.1 (MH)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673911B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-eb793c43ba4148e885824c6418b15317 |
| Source note | uspto-grants-2014_03 |