Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cycloheptylamine | HCID 2899 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromobenzoyl chloride | HCID 68515 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 2843132 | HCID 2843132 | 93% |
Reaction Steps
Dissolve 4-bromo-benzoyl chloride (2.0 g, 9.1 mmol) in DCM (20 mL). Cool the solution to 0° C. and add triethylamine (2.54 mL, 18.2 mmol) followed by cycloheptylamine (1.24 g, 10.9 mmol). Warm the mixture to room temperature over 1 h. Wash the mixture with saturated NaHCO3 (15 mL). Collect the organic layer, and extract the aqueous layer with DCM. Dry the combined organic extracts over Na2SO4, filter and concentrate in vacuo. Purify the residue by chromatography on silica gel (120 g) eluting with hexane/EtOAc (1:1) to obtain the title compound as a solid (2.5 g, 93%). MS (APCI+) m/z: 296 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07994163B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-a96ceded034a4664ae0fb63e901d4ed9 |
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| Source note | uspto-grants-2011_08 |
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