Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 53677278 | HCID 53677278 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 15132275 | HCID 15132275 | — |
Reaction Steps
Methylamine (37.2 ml of a 40% by weight aqueous solution, 481 mmole) was added to a 250 ml flask containing 4.47 g (12.0 mmole) of 3-phenyl-4-(4-trifluoromethylphenyl)butane sulfonic acid methyl ester dissolved in 50 ml of tetrahydrofuran. The resulting solution was stirred overnight at room temperature (22° C.) and concentrated under reduced pressure to provide a residue. The residue was dissolved in ethyl acetate and the resulting solution was washed with water and a saturated brine solution. The organic solution was dried over anhydrous sodium sulfate and the volatiles were removed under reduced pressure to provide 3.5 g of N-methyl-3-phenyl-4-(4-trifluoromethylphenyl)butanamine as an oil. A sample of the oil was crystallized from an acetone/diethyl ether solution containing 1.5 equivalents of concentrated hydrochloric acid to yield N-methyl-3-phenyl-4-(4-trifluoromethylphenyl)butanamine hydrochloride as white crystals. mp=156°-157.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04996235 |
|---|
| Source dataset | uspto-grants-1991_02 |
|---|
| ORD ID | ord-15aa05f6a57f40ca8bcfca672d673dbd |
|---|
| Source note | uspto-grants-1991_02 |
|---|