HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetraethoxysilane → 3-[8-(3,5-Bis-trifluoromethyl-benzoyl)-4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]dec-3-yl]-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetraethoxysilane | HCID 6517 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 8-(3,5-Bis-trifluoromethyl-benzoyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one | HCID 18401725 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[8-(3,5-Bis-trifluoromethyl-benzoyl)-4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]dec-3-yl]-propionic acid ethyl ester | HCID 86584183 | 75% |
Reaction Steps
To a mixture of 8-(3,5-bis-trifluoromethyl-benzoyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one (1.0 g, 2.1 mmol), cesium fluoride (32 mg, 0.21 mmol) and tetraethoxysilane (475 μL, 2.1 mmol) in THF (10 mL) was added ethyl acrylate (254 μL, 2.3 mmol). The mixture was stirred for 1 d at room temperature. Evaporation of the solvent yielded a residue which was purified by chromatography on silica gel (ethyl acetate/n-hexane 1:2) to yield the desired product (0.9 g, 75%), MS: m/e=572.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06482829B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-5de6f65f4fec4f2eb3106948054e167b |
| Source note | uspto-grants-2002_11 |