HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 3-(3-Iodo-phenyl)-3-oxo-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Iodobenzoyl chloride | HCID 74378 | — |
| Reactant | Lithium Bromide | HCID 82050 | — |
| Reactant | 2,2-Bis(trimethylsilyl)propanedioate | HCID 22224580 | — |
| Solvent | Isopropenyl acetate | HCID 7916 | — |
| Product | 3-(3-Iodo-phenyl)-3-oxo-propionic acid | HCID 22224674 | — |
| Product | 6-(3-Iodo-phenyl)-2,2-dimethyl-[1,3]dioxin-4-one | HCID 22224697 | — |
Reaction Steps
The 3-(3-iodo-phenyl)-3-oxo-propionic acid was prepared from 3-iodobenzoyl chloride (21.0 g, 78.8 mmol) and bis(trimethylsilyl)malonate (21.0 mL, 82.8 mmol) with Et3N (23 mL, 165.5 mmol) and LiBr (7.54 g, 86.7 mmol) in CH3CN at 0° C. according to general procedure H (method c1). The crude material (21.9 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 yellow solid (9.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07018998B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-804ce213532e4066ba1f7766db133b5e |
| Source note | uspto-grants-2006_03 |