Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 90418164 | HCID 90418164 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90418305 | HCID 90418305 | — |
Reaction Steps
Into a 100-mL round-bottom flask, was placed [3-(4-chlorophenyl)thiophen-2-yl]methanol (3.6 g, 16.02 mmol, 1.00 equiv), N,N-dimethylformamide (20 mL). This was followed by the addition of NBS (2.85 g, 16.01 mmol, 1.00 equiv) portions at −5° C. The resulting solution was stirred for 2 h at room temperature (20 degree C.). The resulting solution was diluted with 100 mL of EA. The resulting mixture was washed with 3×30 mL of brine. The mixture was dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:5). This resulted in 4.8 g (99%) of [5-bromo-3-(4-chlorophenyl)thiophen-2-yl]methanol as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09067898B1 |
|---|
| Source dataset | uspto-grants-2015_06 |
|---|
| ORD ID | ord-e2f7d49e35ce40fdba0e0778d6a333d1 |
|---|
| Source note | uspto-grants-2015_06 |
|---|