Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 3-chloro-3-oxopropionate | HCID 118931 | — |
| Reactant | HCID 685205 | HCID 685205 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68510474 | HCID 68510474 | 62% |
Reaction Steps
160 μl (1.15 mol) NEt3 were added to a solution of 200 mg (1.0 mmol) 1-(2-amino-4-tert-butylphenyl)ethanone in DCM (20 ml) and the mixture was cooled to 0° C. 170 μl (1.4 mmol) 3-chloro-3-oxopropanoic acid ethyl ester were added at this temperature and the mixture was then stirred for 2 h at RT. Then it was diluted with water and extracted with DCM. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated to small volume under vacuum. Column chromatography (hexane/EE 19:1) of the residue yielded 190 mg (0.62 mmol, 60%) 3-(2-acetyl-5-tert-butyl-phenylamino)-3-oxopropanoic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08399673B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-c753280fefb24c3584260ed2c4cd6a51 |
|---|
| Source note | uspto-grants-2013_03 |
|---|