Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromodiphenylmethane | HCID 236603 | — |
| Reactant | HCID 22690544 | HCID 22690544 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 54569758 | HCID 54569758 | 57.5% |
Reaction Steps
A solution of (S)-2-amino-N-[2,6-bis(1-Methylethyl)phenyl]propanamide (5.0 g, 20 mmol), benzhydryl bromide (5.0 g, 20 mmol), and triethylamine (2.8 mL, 20 mmol) in acetonitrile (100 mL) was heated under reflux for 5 hours. The resulting solution was cooled (25° C.) and concentrated in vacuo. The residue was taken up in ethyl acetate (300 mL), washed with water (1×100 mL), washed with saturated sodium bicarbonate (1×100 mL), washed with brine (1×100 mL), then dried (MgSO4) and concentrated in vacuo. The resulting solid was recrystallized from ether/hexane to yield 4.77 g (57.1%) of the title compound as fine white needles, mp 134°-138.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05153226 |
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| Source dataset | uspto-grants-1992_10 |
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| ORD ID | ord-89ba7f5036974a4e92ec6e76844ce3a1 |
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| Source note | uspto-grants-1992_10 |
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