HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Trimethylsilyl)methylamine → 4-(dibromomethyl)-3-(trifluoromethyl)-N-[(trimethylsilyl)methyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Trimethylsilyl)methylamine | HCID 87488 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 4-(Dibromomethyl)-3-(trifluoromethyl)benzoic acid | HCID 58270971 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 4-(dibromomethyl)-3-(trifluoromethyl)-N-[(trimethylsilyl)methyl]benzamide | HCID 58270976 | — |
Reaction Steps
4-(dibromomethyl)-3-(trifluoromethyl)benzoic acid (18.0 g, 49.7 mmol) was suspended in CH2Cl2. 1-(Trimethylsilyl)methanamine (5.1 g, 49.7 mmol) and 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (12.5 g, 54.7 mmol) were added to the solution at 0° C. The reaction mixture was stirred at room temperature over night. The reaction mixture was diluted with t-BuOMe and washed with 2M HCl, H2O, and brine. After drying over MgSO4 and evaporation, the product was found to be 22.0 g (99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158560B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-c6f2792f479e4b67882f4a1bbad74980 |
| Source note | uspto-grants-2012_04 |