HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Trifluoromethyl)trimethylsilane → HCID 17989248, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Ethyl γ,γ-dimethyl-α-oxo-1,3-benzodioxole-4-butanoate | HCID 17989302 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 17989248 | HCID 17989248 | 215.6% |
Reaction Steps
6.1 g (21.91 mmol) of 4-(1,3-benzodioxol-4-yl)-4-methyl-2-oxopentanoic acid ethyl ester, dissolved in 130 ml of tetrahydrofuran, is reacted with 9.5 ml (65.7 mmol) of (trifluoromethyl)trimethylsilane and 4.42 ml of a 1 M solution of tetrabutylammonium fluoride in tetrahydrofuran. Carrying out and working up the reaction are carried out as described in Example 3. The crude product that is obtained is purified together with one batch of a similar order of magnitude [9.19 g (33.02 mmol) of 4-(1,3-benzodioxol-4-yl)-4-methyl-2-oxopentanoic acid ethyl ester as a starting material] by chromatography on silica gel (mobile solvent ethyl acetate/hexane). 16.45 g (86%) of the desired product is isolated from the two batches.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07638515B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-aa49f836d3db485a971c692f4b5c309f |
| Source note | uspto-grants-2009_12 |