HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 1,4-Di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) 2-(3-(n,n-dimethylamino)propylamino)succinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N,N-dimethylaminopropylamine | HCID 56982963 | — |
| Reactant | 1,4-Di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) maleate | HCID 86759812 | — |
| Product | 1,4-Di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) 2-(3-(n,n-dimethylamino)propylamino)succinate | HCID 87998872 | 75% |
Reaction Steps
In an amount of 30.0 g (49 mmol) of 1,4-di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) maleate, 6.8 mL (54 mmol) of N,N-dimethylaminopropylamine and 7.5 g (54 mmol) of potassium carbonate were dissolved in 120 mL of acetonitrile and refluxed for 6 hours with heating. Then, the reaction mixture was transferred to a separatory funnel and added with 1000 mL of ethyl acetate. The organic phase was washed with a saturated aqueous sodium hydrogencarbonate solution. Then, the organic layer was collected, and the organic solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=100:3 (volume ratio)) to obtain 2.64 g (yield: 75%) of the target compound as a brown oily compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06747169B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-b6c10d57bf72403dabfc5134ff89c13f |
| Source note | uspto-grants-2004_06 |