Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | Water methylene chloride | HCID 21908982 | — |
| Reactant | (2R)-2-[[4-(4-Chlorophenoxy)phenoxy]methyl]pyrrolidine | HCID 42641832 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68999682 | HCID 68999682 | 75.5% |
Reaction Steps
To a solution of the product from step 4 (0.8 g, 2.63 mmol) in dichloromethane (7.6 mL) was added triethylamine (0.78 mL, 5.60 mmol) and t-butyl bromoacetate (0.45 mL, 3.05 mmol). The resulting solution was stirred at 30° C. overnight. The reaction mixture was poured into water/dichloromethane (50 mL/50 mL). The crude residue was extracted into dichloromethane. The organic portion was washed with water (50 mL), washed with brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was purified by silica gel flash chromatography using hexane/EtOAc (gradient system) to give the title compound (0.83 g, 75%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07402684B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-b8d719ff9a9a407a94dce6d9fe5937c0 |
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| Source note | uspto-grants-2008_07 |
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