HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Methyl-3-(5-methyl-furan-2-yl)-butyric acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 2-[1-Methyl-1-(5-methyl-furan-2-yl)-ethyl]-malonic acid dimethyl ester | HCID 14357289 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 3-Methyl-3-(5-methyl-furan-2-yl)-butyric acid methyl ester | HCID 14357291 | 78% |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
Step C To a solution of 2-[1-methyl-1-(5-methyl-furan-2-yl)-ethyl]-malonic acid dimethyl ester (2.5 g, 9.8 mmol) in DMSO (30 mL) was added LiCl (1 g, 23.7 mmol) and H2O (0.17 mL, 9.8 mmol). The reaction mixture was heated at 170° C. for 3 h, then poured into a ice-water, extracted with ethyl acetate. The organic layer were separated, washed with water, brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc:hexanes=1:20, 1:20) to give 3-methyl-3-(5-methyl-furan-2-yl)-butyric acid methyl ester as a colorless oil (1.5 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354444B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-2b15ec153c234f4c93a696aebb54c7b3 |
| Source note | uspto-grants-2013_01 |