Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl L-phenylalaninate hydrochloride | HCID 75736 | — |
| Reactant | HCID 19018249 | HCID 19018249 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53722037 | HCID 53722037 | 35.9% |
Reaction Steps
To a cooled (0° C.), stirred solution of 1.6 g (6.2 mmol) of 3-[4-(chloromethyl)phenyl]propionyl chloride and 1.3 g (6.2 mmol) of phenylalanine methyl ester hydrochloride salt in 6 ml of dichloromethane was added 1.4 g (14 mmol) of triethylamine. The reaction mixture was stirred at 0° C. for 0.5 hour, poured into EtOAc and washed with water. The EtOAc layer was dried over Na2SO4, filtered and evaporated to afford an oil. This oil was flash chromatographed (40% EtOAc/hexanes) to give 0.8 g of product; m.p. 89°-90° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05326905 |
|---|
| Source dataset | uspto-grants-1994_07 |
|---|
| ORD ID | ord-80f82b71842848c59800a89587149eac |
|---|
| Source note | uspto-grants-1994_07 |
|---|