Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | HCID 18334392 | HCID 18334392 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 90282143 | HCID 90282143 | — |
Reaction Steps
To a solution of tert-butyl [4-(aminomethyl)phenyl]acetate (1.00 g) in acetonitrile (15.0 mL) were added tert-butyl bromoacetate (0.668 mL) and triethylamine (0.693 mL), followed by stirring at room temperature for 4 hours. The reaction suspension was concentrated under reduced pressure, and then to the residue was added ethyl acetate. The organic layer was washed with 0.1 M hydrochloric acid, a saturated aqueous sodium hydrogen carbonate solution, and a saturated aqueous sodium chloride solution in this order, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl N-[4-(2-tert-butoxy-2-oxoethyl)benzyl]glycinate (747 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09199927B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-cd06aaa99ad742069de5b14cd0a9ba89 |
|---|
| Source note | uspto-grants-2015_12 |
|---|