HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 4-((3-hydroxy-2,5-dimethylphenyl)sulfanyl)-3-oxobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 4-chloroacetoacetate | HCID 36240 | — |
| Reactant | 2,5-Dimethyl-3-sulfanylphenol | HCID 57108040 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-((3-hydroxy-2,5-dimethylphenyl)sulfanyl)-3-oxobutanoate | HCID 118656086 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a mixture of 2,5-dimethyl-3-sulfanylphenol (126 mg) and DMF (dry) (8.0 mL) were added K2CO3 (124 mg) and methyl 4-chloro-3-oxobutanoate (0.096 mL) at 0° C. The mixture was stirred at 0° C. for 3 h. The mixture was quenched with water at 0° C. and extracted with EtOAc. The organic layer was washed successively with water and brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (179 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238639B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-cebc3bc3d58c4b2384b8f440320ee7d5 |
| Source note | uspto-grants-2016_01 |