HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluorotoluene → N,N-Dimethyl-3-phenyl-3-(o-tolyloxy)propan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluorotoluene | HCID 7241 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 3-(Dimethylamino)-1-phenylpropan-1-ol | HCID 110665 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Product | N,N-Dimethyl-3-phenyl-3-(o-tolyloxy)propan-1-amine | HCID 12807420 | — |
Reaction Steps
In Reaction Scheme B, step a, a nucleophilic aromatic displacement, the alkoxide of an alcohol of formula (1) in which G is methyl or hydrogen, N,N-dimethyl-3-phenyl-3-hydroxypropylamine where G is methyl or N-methyl-3-phenyl-3-hydroxypropylamine where G is hydrogen, is contacted with a 2-fluorotoluene (the compound of formula (2)) in 1,3-dimethyl-2-imidazolidinone or N-methylpyrrolidinone to give the compound of formula (3), N,N-dimethyl-3-(2-methylphenoxy)-3-phenylpropylamine, or the compound of formula (4), N-methyl-3-(2-methylphenoxy)-3-phenylpropylamine; respectively.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06541668B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-a835ac90fb9446cb9134d09fecdde156 |
| Source note | uspto-grants-2003_04 |