Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | P-Anisidine | HCID 7732 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86655159 | HCID 86655159 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86655158 | HCID 86655158 | 120.2% |
Reaction Steps
To (1R)-1-methyl-2-oxo-2-tetrahydro-1-H-1-pyrrolylethyl 2,6-dibromohexanoate (1.2 g, 3.0 mmol), NaI (0.9 g, 6.0 mmol), triethylamine (0.9 g, 9.0 mmol) and tetrahydrofuran (6 mL) were added. To the solution, p-methoxyaniline (443 mg, 3.6 mmol) and tetrahydrofuran (6 mL) were added. The mixture was stirred at 40° C. for 20 hours. To the mixture, water and ethyl acetate were added for extraction. The obtained extract was dried with anhydrous magnesium sulfate, and the solvent was removed away under reduced pressure in order to obtain 1.3 g of oil. The oil was purified with silica gel column using ethyl acetate to obtain 793 mg of white solid (2.2 mmol, yield: 73%, The diastereo ratio calculated by NMR analysis was 92:8.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383833B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-298ec92300304cfeb5b75aeabc30096d |
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| Source note | uspto-grants-2013_02 |
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