HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethylamine, m-trifluoromethyl- → (2,2-Dimethyl-benzo[1,3]dioxol-5-ylmethyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethylamine, m-trifluoromethyl- | HCID 104223 | — |
| Reactant | 2,2-Dimethylbenzo[d][1,3]dioxole-5-carbaldehyde | HCID 596012 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (4-Cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine | HCID 69342889 | — |
| Product | (2,2-Dimethyl-benzo[1,3]dioxol-5-ylmethyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine | HCID 69346752 | — |
Reaction Steps
The title compound was synthesized in analogy to (4-cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine (described in example S53) using 84 mg of 2,2-dimethyl-benzo[1,3]dioxole-5-carbaldehyde (0.47 mmol), 89 mg of 2-(3-trifluoromethylphenyl)-ethylamine (0.47 mmol) and 27 mg of sodium borohydride (0.71 mmol). The isolated colorless semisolid (137 mg, 83%) was used in the following step without further purification. 1H NMR (CDCl3, 300 MHz): δ 1.66 (s, 6H), 2.89 (m, 4H), 3.70 (s, 2H), 6.68 (m, 3H), 7.39 (m, 2H), 7.46 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259183B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-5d64cc06e90243dbb7bde481d6e2fa1f |
| Source note | uspto-grants-2007_08 |