HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-methoxy-N-methyl-1-(trifluoromethyl)cyclopropane-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 1-(Trifluoromethyl)cyclopropane-1-carboxylic acid | HCID 2778306 | — |
| Reactant | HCID 178526939 | HCID 178526939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-methoxy-N-methyl-1-(trifluoromethyl)cyclopropane-1-carboxamide | HCID 57785368 | — |
Reaction Steps
N,O-Dimethylhydroxylamine hydrochloride (7.17 g, 73.5 mmol) was added to an ambient temperature solution of 1-trifluoromethylcyclopropane-1-carboxylic acid (10.3 g, 66.8 mmol), EDC (15.4 g, 80.2 mmol), hydroxybenzotriazole hydrate (12.28 g, 80.2 mmol) and N-methylmorpholine (36.7 mL, 33.8 mmol) in methylene chloride (50 mL) at ambient temperature. After stirring at ambient temperature overnight, the reaction mixture was poured into ethyl acetate and washed successively with 2 M hydrochloric acid, saturated aqueous sodium bicarbonate and brine, dried (sodium sulfate) and concentrated to afford N-methoxy-N-methyl-1-(trifluoromethyl)cyclopropanecarboxamide which was used in the subsequent step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193228B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-91e68a494d0341eb866aaadb1993f4ba |
| Source note | uspto-grants-2012_06 |