HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-Butyl (2-iodo-4-nitrophenoxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | 2-Iodo-4-nitrophenol | HCID 284949 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl (2-iodo-4-nitrophenoxy)acetate | HCID 57961905 | 63.6% |
Reaction Steps
A solution of 2-iodo-4-nitrophenol (2.2 g, 8.3 mmol), tert-butyl bromoacetate (1.6 mL, 11 mmol), and potassium carbonate (2.3 g, 17 mmol) in N,N-dimethylformamide (20 mL) was stirred at 20° C. for 60 h. The reaction mixture was poured into water (300 mL) and extracted with ethyl acetate (500 mL). The organic layer was separated and washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated to a crude oil. This material was purified by flash column chromatography to give the desired product (2.0 g, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-5614f37296884a7eb421e9e45cf08818 |
| Source note | uspto-grants-2014_10 |