HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexane → N,N-dibenzyl-2-bromoethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexane | HCID 8078 | — |
| Reactant | N,N-Dibenzylethanolamine | HCID 22657 | — |
| Reactant | Thionyl bromide | HCID 68176 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N,N-dibenzyl-2-bromoethanamine | HCID 14378 | 70.9% |
Reaction Steps
To N,N-dibenzyl-2-aminoethanol (80.68 g) were added cyclohexane (500 ml) and DMF (12.9 ml), and thereto was added dropwise thionyl bromide (83.4 g). The mixture was stirred for 15 hours, and to the reaction solution was added an saturated aqueous sodium hydrogen carbonate solution in an ice-bath, and the mixture was extracted with ethyl acetate. The organic layer was washed with water (three times) and saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and concentrated under reduced pressure to give the title compound (72.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658639B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-7475030529bf4ca69f9451befb6f5a98 |
| Source note | uspto-grants-2014_02 |