HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dichlorophenethylamine → N-[2-(3,4-dichlorophenyl)ethyl]-2',3'-dihydro-spiro [cyclopropane-1,1'-[1H]indene]-5'-methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dichlorophenethylamine | HCID 217958 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (4-Cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine | HCID 69342889 | — |
| Reactant | 2',3'-Dihydrospiro[cyclopropane-1,1'-indene]-5'-carbaldehyde | HCID 86093835 | — |
| Product | N-[2-(3,4-dichlorophenyl)ethyl]-2',3'-dihydro-spiro [cyclopropane-1,1'-[1H]indene]-5'-methanamine | HCID 69513426 | 92.2% |
Reaction Steps
The title compound was synthesized in analogy to (4-cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine (described in example S53) using 2′,3′-dihydro-spiro-[cyclopropane-1,1′-[1H]indene]-5′-carboxaldehyde (62 mg, 0.36 mmol), 2-(3,4-dichloro-phenyl)-ethylamine (68 mg, 0.36 mmol) and sodium borohydride (20 mg, 0.54 mmol). The desired product (115 mg, 92%) was isolated without further purification as a colorless oil. MS (ISP) 346.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259183B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-54b0e3723efb486b9c60847302e496dc |
| Source note | uspto-grants-2007_08 |