Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Reactant | HCID 117787558 | HCID 117787558 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 90281983 | HCID 90281983 | 78.9% |
Reaction Steps
To a solution of tert-butyl [2-(chloromethyl)phenyl]acetate (2.31 g) in acetonitrile (23.1 mL) were added tert-butyl glycinate hydrochloride (2.41 g) and triethylamine (4.01 mL), followed by heating at 60° C. for 3 hours. The reaction suspension was concentrated under reduced pressure, then to the residue were added water and ethyl acetate, and the organic layer was extracted. The organic layer was 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-[2-(2-tert-butoxy-2-oxoethyl)benzyl]glycinate (2.54 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199927B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-cd91c40870c7472faade22b7f028fffc |
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| Source note | uspto-grants-2015_12 |
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