HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66777284, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Ethylbutyryl chloride | HCID 75954 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 5-Fluoro-3-methylbenzofuran | HCID 11679847 | — |
| Solvent | Nitromethane | HCID 6375 | — |
| Product | HCID 66777284 | HCID 66777284 | 93% |
Reaction Steps
To a solution of 5-fluoro-3-methyl-1-benzofuran (12.0 g) synthesized in Example A67(2), 2-ethylbutyrylchloride (9.58 g) in nitromethane (240 mL) was added aluminum chloride (anhydrous) (12.94 g) at 0° C., and the mixture was stirred for 1.5 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated. The residue was subjected to silica gel column chromatography (hexane-ethyl acetate 100:0-90:10, v/v) to give the title compound (15.02 g, 93%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436043B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-49e4344eedf34188ae45ef0adea5e1bc |
| Source note | uspto-grants-2013_05 |