Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 10667564 | HCID 10667564 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 10742622 | HCID 10742622 | 36.4% |
Reaction Steps
To a stirred solution of 2-ethoxycarbonyl-2-(2-trichloroacetylpyrrol-1-yl)succinimide (6.0 g) in chloroform (30 ml) was added dropwise a solution of bromine (6.9 g) in chloroform (18 ml) under ice cooling. The resulting mixture was stirred under ice cooling for 30 minutes, poured into aqueous sodium bicarbonate solution, and extracted with chloroform. The extracts were dried over sodium sulfate and concentrated under reduced pressure. The residue was chromatographed on silica gel using chloroform/methanol (2000:1) as the eluent. Fractions containing the title compound were pooled and evaporated under reduced pressure. The residue was recrystallized from ethyl acetate/n-hexane to give the title compound (2.4 g, 36.4%) as colorless crystals, mp 196°-198° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05258382 |
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| Source dataset | uspto-grants-1993_11 |
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| ORD ID | ord-d7dc5668f2f74e91ad298176615db973 |
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| Source note | uspto-grants-1993_11 |
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