HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → N-[(5-Bromo-3-thienyl)methyl]-N-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 43432000 | HCID 43432000 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[(5-Bromo-3-thienyl)methyl]-N-methylbenzamide | HCID 61394529 | 90.8% |
Reaction Steps
1.6 ml (13 mmol) of benzoyl chloride are added dropwise to a solution of 2.3 g (11 mmol) of (5-bromothiophen-3-ylmethyl)methylamine and 3 ml (22 mmol) of triethylamine in 30 ml of tetrahydrofuran. The reaction medium is stirred at room temperature for 1 hour, filtered, diluted with ethyl acetate and washed with water. The organic phase obtained is dried over sodium sulfate, filtered and evaporated to dryness. The residue obtained is purified by chromatography on a column of silica eluted with an 8/2 heptane/ethyl acetate mixture. 3.1 g (80%) of N-(5-bromothiophen-3-ylmethyl)-N-methylbenzamide are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022079B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-40203e18fbf846dda465006bd7ac918c |
| Source note | uspto-grants-2011_09 |