HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl 6-bromo-1-benzothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Thioglycolate | HCID 12185 | — |
| Reactant | 4-Bromo-2-fluorobenzaldehyde | HCID 143517 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Ethyl 6-bromo-1-benzothiophene-2-carboxylate | HCID 13567982 | 92% |
Reaction Steps
A solution of ethyl thioglycolate (0.65 g, 5.42 mmol), 4-bromo-2-fluorobenzaldehyde (1.0 g, 4.93 mmol) and triethylamine (1.25 mL, 12.3 mmol) in DMSO (5 mL) was heated at 75° C. for 2 h. The mixture was partitioned between H2O (50 mL) and CH2Cl2 (2×50 mL), and the combined organic layers were dried over Na2SO4. The drying agent was filtered off, and the solvent was removed in vacuo to give the title compound as an oil (1.29 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09095590B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-366568a30ae74c7994fbf28f9d1095f3 |
| Source note | uspto-grants-2015_08 |