Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Heptanone | HCID 31246 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 131730208 | HCID 131730208 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 68471227 | HCID 68471227 | 96.5% |
Reaction Steps
Added to a suspension of 1 g of 2-bromo-4-trifluoromethylphenethylamine hydrocloride in 25 cm3 of dichloroethane and under an inert atmosphere is 0.5 cm3 of triethylamine. After stirring for 30 min at a temperature close to 20° C., 5 cm3 of distilled water are added and the stirring is continued for 30 min. The two phases are separated and the organic phase is dried. Added to the solution obtained are successively 375 mg of 4-heptanone and 970 mg of sodium triacetoxyborohydride. The reaction mixture is stirred for 15 h at a temperature close to 20° C. 20 cm3 of a saturated solution of sodium hydrogen carbonate are then added to the reaction medium. The organic phase is decanted and separated from the aqueous phase then washed successively with 15 cm3 of distilled water and 15 cm3 of a saturated solution of sodium chloride. The organic phase is dried then concentrated using a rotary evaporator under reduced pressure (5 kPa). 1.16 g of N-[2-(2-bromo-4-trifluoromethylphenyl)ethyl]heptan-4-amine are obtained in the form of a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08372864B2 |
|---|
| Source dataset | uspto-grants-2013_02 |
|---|
| ORD ID | ord-e628a63ecdb64a70bdec3918cb9c8c45 |
|---|
| Source note | uspto-grants-2013_02 |
|---|