HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyltrimethylammonium bromide dibromide → 2-Bromo-1-[3-tert-butyl-5-(2-methoxy-1-methoxymethylethoxy)phenyl]ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyltrimethylammonium bromide dibromide | HCID 17977687 | — |
| Reactant | 1-[3-tert-Butyl-5-(2-methoxy-1-methoxymethylethoxy)phenyl]ethanone | HCID 58045873 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | 2-Bromo-1-[3-tert-butyl-5-(2-methoxy-1-methoxymethylethoxy)phenyl]ethanone | HCID 58045776 | 74% |
Reaction Steps
1-[3-tert-Butyl-5-(2-methoxy-1-methoxymethylethoxy)phenyl]ethanone (O2.072; 1.64 g) was dissolved in methanol/THF (30/30 ml) and admixed while stirring with phenyltrimethylammonium tribromide (2.09 g). The mixture was stirred at RT for 1 h, then diluted with DCM and washed once with 5% sodium thiosulfate solution. The DCM phase was dried over magnesium sulfate, filtered and concentrated. The residue was purified using silica gel (80 g cartridge, n-heptane/MtB ether gradient of 0-30% within 60 min). 890 mg of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076336B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-376b57f13eb943a7b2942a8293aac9a9 |
| Source note | uspto-grants-2011_12 |