HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 2-Bromo-5-phenyl-thiophene-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Ethyl 5-phenylthiophene-3-carboxylate | HCID 58110324 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-Bromo-5-phenyl-thiophene-3-carboxylic acid ethyl ester | HCID 58110272 | 56.5% |
Reaction Steps
N-Bromosuccinimide (1.22 g, 6.83 mmol) was added to a solution of ethyl-2-phenylthiophen-4-carboxylate (6.83 mmol) in acetic acid (10 mL) and stirred overnight. Toluene was added and the solvent was removed under vacuum. The product was purified by flash chromatography on silica, eluting with 0%-10% ethyl acetate in cyclohexane. The fractions containing the desired product were concentrated under vacuum to give the title compound (1.2 g). LCMS m/z 312.52 [M+H]+ R.T.=4.55 mins (Analytical Method 5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614209B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-90eec9a2808348f4a8dd4a7d5f6a494f |
| Source note | uspto-grants-2013_12 |