Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl 2-chloro-2-(hydroxyimino)acetate | HCID 6399471 | — |
| Reactant | HCID 76621206 | HCID 76621206 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69070340 | HCID 69070340 | 65.4% |
Reaction Steps
195 mg (0.498 mmol) of (3) and 377 mg (2.49 mmol) of ethyl chlorooximido acetate were dissolved in 4 ml of DCM and cooled to 0° C. 417 μl (2.99 mmol) of Et3N dissolved in 4 ml of DCM were added slowly (1 drop/7 seconds). After 3 h additional 3 eq. of ethyl chlorooximidoacetate and Et3N were added. The reaction mixture was poured into ethyl acetate, washed with saturated NaHCO3, brine and dried over Na2SO4. The solvent was removed at the evaporator. The product was purified by column chromatography on silica gel using ethyl acetate/hexane to give 165 mg of (4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08309735B2 |
|---|
| Source dataset | uspto-grants-2012_11 |
|---|
| ORD ID | ord-53fb038502ab4f07935ae9aa4f9e55a1 |
|---|
| Source note | uspto-grants-2012_11 |
|---|