HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86644409, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 68412910 | HCID 68412910 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86644409 | HCID 86644409 | 68.2% |
Reaction Steps
To a solution of tert-butyl methyl[(4-phenyl-2-thienyl)methyl]carbamate (4.77 g) in N,N-dimethylformamide (30 mL) was added N-bromosuccinimide (2.83 g) at room temperature and the mixture was stirred for 4 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=99:1→19:1) to give the title compound as a pale-yellow oil (yield 4.1 g, yield of 2 steps 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334301B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-ca5d35738dcc46f089bed00952085796 |
| Source note | uspto-grants-2012_12 |