Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | HCID 19382360 | HCID 19382360 | — |
| Solvent | Sodium Chloride | HCID 5234 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19382362 | HCID 19382362 | 94.6% |
Reaction Steps
The 3-amino-2-pivaloylfuran (1.33 g, 8.0 mmol) was dissolved in methylene chloride (15 ml) under nitrogen and the solution was cooled to 0° C. Triethylamine (1.34 ml, 9.6 mmol) was added followed by 2-bromoacetyl bromide (1.94 g, 9.6 mmol) added dropwise over 1/4 hour. The mixture was stirred at ambient temperature over night. The reaction was diluted with ethyl acetate (25 ml) and saturated NaCl (10 ml). The organic layer was separated, washed with saturated NaCl, dried over Na2SO4, filtered and concentrated in vacuo. A brown oil (2.18 g) was obtained in theoretical yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05453424 |
|---|
| Source dataset | uspto-grants-1995_09 |
|---|
| ORD ID | ord-71e470e3f63e47e29c76091e2e0ea81f |
|---|
| Source note | uspto-grants-1995_09 |
|---|