HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2408464Generated: October 30, 2026
p-Bromobenzenesulfonyl chloride → (E)-3-[1-(4-bromo-benzenesulfonyl)-1H-pyrrol-3-yl]-acrylic acid tert-butyl ester
https://huagongshe.com/reaction/2408464
Participants
| Role | Name | HCID | Charge |
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| Reactant | p-Bromobenzenesulfonyl chloride | HCID 7396 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-butyl (2E)-3-(1H-pyrrol-3-yl)prop-2-enoate | HCID 66646340 | — |
| Solvent | Water | HCID 962 | — |
| Product | (E)-3-[1-(4-bromo-benzenesulfonyl)-1H-pyrrol-3-yl]-acrylic acid tert-butyl ester | HCID 66646304 | — |
Reaction Steps
A mixture of 0.85 g NaH with 70.0 ml THF is cooled to −30° C. and 5.0 g (E)-3-(1H-pyrrol-3-yl)-acrylic acid tert-butyl ester are added. During the addition there is liberated a gas. The solution is stirred at ambient temperature for 0.5 h. Then 7.9 g 4-bromobenzenesulfonylchloride is added by −30° C. The suspension is stirred at ambient temperature for 3 h. The mixture is treated with water and then it is extracted with ethyl acetate. The title compound is isolated by flash chromatography. By this method 7.0 g of a colorless solid are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815855B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-fcf8b3a8a3d441d3b874012de1c0044f |
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| Source note | uspto-grants-2014_08 |
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