Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 1-Phenethylamine, (+)- | HCID 643189 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 40493097 | HCID 40493097 | 90% |
Reaction Steps
Methyl 2-bromoacetate (621 g, 4.1 mol) was added dropwise to a mixture of (1R)-1-phenylethanamine (410 g, 3.4 mol) and triethylamine (377 g, 3.7 mol) in EtOAc (4.5 L) at r.t. The mixture was then stirred at 50-60° C. overnight then cooled to r.t. The mixture was then washed with water (800 mL) and brine (100 mL), dried (Na2SO4) and concentrated in vacuo to give the title compound (587 g, 90%) as yellow oil; 1H NMR: (CDCl3) 1.29 (3H, d), 3.13-3.24 (2H, m), 3.60 (3H, s), 3.68-3.71 (1H, m), 7.13-7.26 (5H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946235B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-51a8c7e831a942c7b2d7873ef204d84a |
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| Source note | uspto-grants-2015_02 |
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