HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(4-Chlorophenyl)allylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(4-Chlorophenyl)prop-2-yn-1-amine | HCID 58952344 | — |
| Catalyst | Lindlars catalyst | HCID 131709914 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 3-(4-Chlorophenyl)allylamine | HCID 53696000 | 74.1% |
Reaction Steps
To a solution of 3-(4-chloro-phenyl)-prop-2-ynylamine (14.0 g) in 200 mL each of MeOH and CH2Cl2 was added Et3N (1.2 mL) and Lindlar catalyst (1.4 g) and the resulting suspension was stirred under a H2 balloon. The reaction was followed by TLC (i.e., thin layer chromatography) using 6% methanol-dichloromethane as eluent and once completed, filtered through a CELITE pad, concentrated and purified by chromatography to provide 10.5 g of 3-(4-chloro-phenyl)-allylamine. MS: m/e 168.6 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897601B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-f6677543d679486aaec74150fd376173 |
| Source note | uspto-grants-2011_03 |