HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 4-bromo-N-cyclopropyl-2-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 4-Bromo-2-methylbenzoic acid | HCID 99570 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-bromo-N-cyclopropyl-2-methylbenzamide | HCID 22568840 | 73.4% |
Reaction Steps
To a stirred solution of 300 g (1.4 mol) 4-bromo-2-methylbenzoic acid in 8.4 L dichloromethane at 23° C. were added 79.6 g cyclopropanamine and 320.9 g EDC. After stirring overnight, the solution was washed with water and the aqueous phase was extracted with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and evaporated. The remaining solid was triturated with diisopropyl ether, filtered, washed and dried in vaccuo to yield 260 g (73%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09255100B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-40eefe4b79b64e60a12b761c319bb5aa |
| Source note | uspto-grants-2016_02 |