Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-Benzylglycine ethyl ester | HCID 80908 | 80% |
Reaction Steps
A solution of diisopropylethylamine (155 g, 1.2 mol) and benzylamine (96 g, 0.9 mol) was added dropwise to a solution of ethyl bromoacetate (100 g, 0.6 mol) in dioxane (1000 mL). The resulting suspension was heated at about 90° C. for about 5 hours, and then was cooled to ambient temperature. Standard extractive workup with ethyl acetate afforded the title product as a yellow oil (90 g; yield=80%). LC-MS: m/z=194 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08299084B2 |
|---|
| Source dataset | uspto-grants-2012_10 |
|---|
| ORD ID | ord-2370cd12fe414a70bd23d0641469e45f |
|---|
| Source note | uspto-grants-2012_10 |
|---|
