Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (1S,3S)-3-Aminocyclopentanecarboxylic acid | HCID 656716 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 131736724 | HCID 131736724 | 90.6% |
Reaction Steps
To a 80° C. mixture of trans-3-aminocyclopentanecarboxylic acid (1 g, 7.74 mmol) and K2CO3 (3.2 g, 23.22 mmol) in CH3CN (20 mL) was added dropwise a solution of benzyl bromide (3.2 mL, 27.1 mmol) in CH3CN (10 mL). The mixture was heated at 80° C. overnight. The mixture was cooled and poured into water (150 mL) and extracted with EtOAc (100 mL*3). The combined extracts were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by combi flash to give trans-benzyl 3-(dibenzylamino)cyclopentanecarboxylate (2.8 g, 90.6%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09416132B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-51e2c1d478594b589f28b4054934ba5b |
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| Source note | uspto-grants-2016_08 |
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