Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Bromothiophene-2-sulfonyl chloride | HCID 2733924 | — |
| Reactant | tert-butyl (2E)-3-(1H-pyrrol-3-yl)prop-2-enoate | HCID 66646340 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68527901 | HCID 68527901 | — |
Reaction Steps
A mixture of 0.53 g NaH (60%) with 40.0 ml THF is cooled down to −30° C. and 3.1 g (E)-3-(1H-pyrrol-3-yl)-acrylic acid tert-butyl ester are added. During the addition it is liberated a gas. The solution is stirred at ambient temperature for 0.5 h. Then 5.0 g of 5-bromothiophene-2-sulfonylchloride is added by −30° C. The mixture is stirred at ambient temperature for 24 h. The NaH is hydrolyzed with water and the solution is extracted with ethyl acetate. The title compound is isolated by flash chromatography. By this method 4.5 g of colorless crystals are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08815855B2 |
|---|
| Source dataset | uspto-grants-2014_08 |
|---|
| ORD ID | ord-7a6216f9c27d4a4d86ec1d905aad8779 |
|---|
| Source note | uspto-grants-2014_08 |
|---|
