Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Dimethyl 1-benzyl-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate | HCID 4866738 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 12037802 | HCID 12037802 | 55% |
Reaction Steps
A mixture of dimethyl N-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate (0.1 mol), 1,2-dibromoethane (0.1 mol), and potassium carbonate (0.5 mol) in dry DMF was stirred for 12 h under argon at 105-110° C. After cooling to 25° C., the reaction mixture was poured onto ice-water. The crude product was collected by suction filtration and purified by recrystallization in methanol yielding 6-benzyl-2,3-dihydro-6H-[1,4]dioxino[2,3-c]pyrrole-5,7-dicarboxylic acid dimethyl ester as colourless crystals in 55-65% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06734312B2 |
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| Source dataset | uspto-grants-2004_05 |
|---|
| ORD ID | ord-966c2a779bab483c9bfcc4f612ac09d4 |
|---|
| Source note | uspto-grants-2004_05 |
|---|
