Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-hydroxy-2,5-dimethyl-phenyl-carbamic acid tert-butyl ester | HCID 10609921 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66758388 | HCID 66758388 | 90% |
Reaction Steps
To a solution of compound 35 (4 mmol, 948 mg) in 5 mL DMF, potassium carbonate (K2CO3, 8 mmol, 1.1 g) and bromoethane (4.8 mmol, 523 mg) were added. The reaction was stirred overnight at 60° C. Water (2 mL) was added to dissolve the unreacted potassium carbonate, and the reaction mixture was then extracted with ethyl acetate (3×10 mL). The organic layers were combined and dried over Na2SO4. After removal of the solvent, the crude product was purified by using flash chromatography (0-30% ethyl acetate/hexane) to give the title product 36 (90% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08017629B2 |
|---|
| Source dataset | uspto-grants-2011_09 |
|---|
| ORD ID | ord-6f73e33f60ef435fa6117b2a21e3e1bd |
|---|
| Source note | uspto-grants-2011_09 |
|---|
