Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | 1-Bromo-5-fluoro-2-methyl-3-nitrobenzene | HCID 2773385 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59627932 | HCID 59627932 | — |
Reaction Steps
To a solution of 1-bromo-5-fluoro-2-methyl-3-nitrobenzene (5.0 g, 21.37 mmol) in N,N-dimethylformamide (50 mL) was added N,N-dimethylformamide dimethyl acetal (8.58 mL, 64.1 mmol) and pyrrolidine(1.767 mL, 21.37 mmol). The reaction mixture was heated at 110° C. for 4 hours. After cooling to room temperature, the N,N-dimethylformamide was removed by evaporation. The residue was taken up in diethyl ether and water. After separation of the organic layer, the aqueous layer was re-extracted with diethyl ether. The combined organic layers were dried over magnesium sulphate, filtered and concentrated to give a red/brown oil which was used directly in the following reaction without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07956083B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-ba1d3cf91f75493fb2e02562d22772cc |
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| Source note | uspto-grants-2011_06 |
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