Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | HCID 20780236 | HCID 20780236 | — |
| Reactant | HCID 178455855 | HCID 178455855 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21916117 | HCID 21916117 | 86% |
Reaction Steps
To a 0° C. solution of 2-ethyl-7-(2,4,6-trimethyl-phenyl)-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid ethyl ester (1 mL of a 0.14M solution in toluene) in tetrahydrofuran (1 mL) was added n-propylmagnesium chloride (0.84 mL of 1.0M in tetrahydrofuran). The resulting solution was removed from the ice bath and allowed to stir for 15 min. It was then heated at reflux for 14 h. Upon cooling to room temperature, the reaction solution was quenched with saturated aqueous ammonium chloride, and the phases were separated. The aqueous phase was extracted twice with ether, and the combined organic portions were washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure to give a yellow semi-solid (0.0448 g, 86%). LC/MS: tR=1.58 min., (MH+)=370.31.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07238699B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-d7a3ec4008164454b32dab6d063bd9e6 |
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| Source note | uspto-grants-2007_07 |
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