Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylaniline | HCID 66028 | — |
| Reactant | HCID 14762749 | HCID 14762749 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 67213522 | HCID 67213522 | — |
Reaction Steps
To a suspension of 750 mg (2.58 mmol) of 3-quinuclidyl chloroformate hydrochloride in 20 mL of 1,2-DCE, a solution of 395 mg (2.15 mmol) of N-phenylbenzylamine in 5 mL of 1,2-DCE was added dropwise. Once completed the addition, the mixture was refluxed for three hours. The reaction crude was allowed to cool down and the solvent distilled off under reduced pressure. The residue was purified by column chromatography (SiO2, eluent: CHCl3-methanol 10:1) yielding 720 mg (1.95 mmol) of a hygroscopic foam corresponding to the title compound. IR (KBr, cm−1): 3400-3200, 2700-2300, 1700 cm−1. 1H-RMN (CDCl3): 12.30 (s, 1H), 7.20-6.90 (m, 10H), 5.10 (m, 1H), 4.83 (m, 2H), 3.52 (m, 1H), 3.18 (m, 4H), 2.80 (m, 1H), 2.34 (s, 1H), 1.92 (m, 2H), 1.60 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07452904B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-8b516b22fee4462c89167ef2feeea7a1 |
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| Source note | uspto-grants-2008_11 |
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