Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Methyl (2R)-amino(4-chlorophenyl)acetate--hydrogen chloride (1/1) | HCID 44890856 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66770474 | HCID 66770474 | 33% |
Reaction Steps
In a 25 mL round-bottomed flask, (R)-methyl 2-amino-2-(4-chlorophenyl)acetate hydrochloride (1.000 g, 4.24 mmol, Eq: 1.00) and 3-bromoprop-1-ene (564 mg, 394 μL, 4.66 mmol, Eq: 1.1) were combined with dichloromethane (10.0 mL) to give a light yellow solution. The reaction mixture was heated to 22° C. and stirred for 1 h. The reaction mixture was stirred at 25° C. for 18 h. The crude reaction mixture was concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 40 g, 25% to 60% EtOAc in hexanes) to yield the title compound (331 mg; 33%) as a yellow oil. MS (ESI): m/z=376.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163793B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-63b12909e6ea4c68ac21b53fb766c46e |
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| Source note | uspto-grants-2012_04 |
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