HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(2-Bromobenzyl)-2,2-diethoxyacetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 2-Bromobenzylamine | HCID 334072 | — |
| Edukt | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Edukt | Sodium diethoxyacetate | HCID 23663712 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-(2-Bromobenzyl)-2,2-diethoxyacetamide | HCID 59636401 | — |
Reaktionsschritte
1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide (1.15 g, 6.00 mmol) was added to a mixture of 2-bromobenzylamine (0.744 g, 4.00 mmol), sodium 2,2-diethoxyacetate (0.816 g, 4.80 mmol), 1-hydroxybenzotriazole hydrate (0.919 g, 6.00 mmol) and Hunig's base (1.53 mL, 8.80 mmol) in DMF (10 mL) with stirring. After 18 hours at room temperature, the mixture was partitioned between water and ethyl acetate. The organic layer was washed successively with 2 M HCl, saturated sodium bicarbonate solution and brine, then dried (Na2SO4) and concentrated to a viscous colourless oil (1.02 g, 81%). LC-MS (1) Rt==2.23 min; m/z (ESI+) 316 & 318 (M+H+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08530468B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-68febdba4f2f472fbba15dc96a7fbf5f |
| Quellennotiz | uspto-grants-2013_09 |