Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 19433402 | HCID 19433402 | — |
| Catalyst | Triphenylphosphine palladium dichloride | HCID 13169693 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54374113 | HCID 54374113 | 68% |
Reaction Steps
A solution of 3.27 g (8.54 mmol) of 2-[3-(tert-butoxycarbonylamino)propyl]phenyl trifluoromethanesulfonate, 3.62 ml (26 mmol) of triethylamine 1.15 ml (12.8 mmol) of ethyl acrylate and 0.2 g (0.3 mmol) of his (triphenylphosphine) palladium (II) chloride was heated at 110° C. in a sealed heavy-walled Pyrex, Teflon screw-capped flask for 16 hours. Ethyl acetate (100 ml) and water (100 ml) were added to the reaction mixture after it was cooled to 25° C. The aqueous phase was extracted with ethyl acetate. The combined organic extracts were washed with water and brine, dried (Na2SO4) and concentrated. The residue was chromotographed on a silica gel column, eluting with a 5 to 25% gradient of ethyl acetate in hexane to afford 1.85 g (68%) of the product as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05541286 |
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| Source dataset | uspto-grants-1996_07 |
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| ORD ID | ord-db2110161dcc4329ad38bf6bd3544a30 |
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| Source note | uspto-grants-1996_07 |
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