HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3,4-Dichlorophenethylamine → [2-(3,4-Dichloro-phenyl)-ethyl]-(2,2-dimethyl-benzo[1,3]dioxol-5-ylmethyl)-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3,4-Dichlorophenethylamine | HCID 217958 | — |
| Edukt | 2,2-Dimethylbenzo[d][1,3]dioxole-5-carbaldehyde | HCID 596012 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | (4-Cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine | HCID 69342889 | — |
| Produkt | [2-(3,4-Dichloro-phenyl)-ethyl]-(2,2-dimethyl-benzo[1,3]dioxol-5-ylmethyl)-amine | HCID 69346783 | — |
Reaktionsschritte
The title compound was synthesized in analogy to (4-cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine (described in example S53) using 83 mg of 2,2-dimethyl-benzo[1,3]dioxole-5-carbaldehyde (0.47 mmol) (described in example S119), 89 mg of 2-(3,4-dichloro-phenyl)-ethylamine (0.47 mmol) and 26 mg of sodium borohydride (0.70 mmol). The isolated colorless liquid (133 mg, 81%) was used in the following step without further purification. 1H NMR (CDCl3, 300 MHz): δ 1.66 (s, 6H), 2.76 (m, 2H), 2.86 (m, 2H), 3.68 (s, 2H), 6.66 (s, 1H), 6.68 (d, J=7.4 Hz, 2H), 7.04 (dd, J=8.2 and 2.1 Hz, 1H), 7.29 (d, J=2.1 Hz, 1H), 7.34 (d, J=8.2 Hz, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07259183B2 |
| Quelldatensatz | uspto-grants-2007_08 |
| ORD ID | ord-4044c480d84646338661cfaef28671c2 |
| Quellennotiz | uspto-grants-2007_08 |