HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → Benzenepropanoic acid, beta-oxo-3-(trifluoromethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Trifluoromethyl)benzoyl chloride | HCID 75257 | — |
| Reactant | Lithium Bromide | HCID 82050 | — |
| Reactant | 2,2-Bis(trimethylsilyl)propanedioate | HCID 22224580 | — |
| Solvent | Isopropenyl acetate | HCID 7916 | — |
| Product | Benzenepropanoic acid, beta-oxo-3-(trifluoromethyl)- | HCID 17819988 | — |
| Product | 2,2-Dimethyl-6-(3-trifluoromethyl-phenyl)-[1,3]dioxin-4-one | HCID 22224716 | — |
Reaction Steps
The 3-oxo-3-(3-trifluoromethyl-phenyl)-propionic acid was prepared from 3-trifluoromethylbenzoyl chloride (10 mL, 67.6 mmol) and bis(trimethylsilyl)malonate (18.2 mL, 71 mmol) with Et3N (20 mL, 142 mmol) and LiBr (6.46 g, 74.4 mmol) in CH3CN at 0° C. according to general procedure H (method c1). The crude material (7.0 g of the obtained 15.4 g) was transformed into the title compound by stirring in isopropenyl acetate and conc. H2SO4 according to general procedure J (method a). Obtained as a light yellow solid (5.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07018998B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-46a0ab5f96ad456ea1e942a8c6115c7a |
| Source note | uspto-grants-2006_03 |