HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbonic acid, bis(1,1-dimethylethyl) ester → HCID 86607644, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Reactant | HCID 23130240 | HCID 23130240 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86607644 | HCID 86607644 | 88.8% |
Reaction Steps
To a solution of 4-benzyloxy-2-bromo-3,5-difluorophenylamine (3.33 g) in THF (35 mL) were added di-tert-butylcarbonate (6.95 g) and 4-dimethylaminopyridine (130 mg), and the mixture was heated under reflux for 2 hours. The reaction mixture was allowed to stand for cooling to room temperature, and concentrated. The residue was diluted with ethyl acetate and washed with 0.5N hydrochloric acid and saturated aqueous brine, dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=20:1) to give (4-benzyloxy-2-bromo-3,5-difluorophenyl)carbamic acid tert-butyl ester (3.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432392B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-3932d67713d44c7d888c95aef521a517 |
| Source note | uspto-grants-2008_10 |