HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfate → Methyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(4-(4-Chlorobutanoyl)phenyl)-2-methylpropanoic acid | HCID 10923567 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate | HCID 10062338 | 89.5% |
Reaction Steps
Mix 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionic acid (10.0 g, 37.3 mmol) and anhydrous potassium carbonate (3.5 g, 25.3 mmol). Heat to 40° C. in acetonitrile (100 mL) and stir under a nitrogen atmosphere. Add dimethyl sulfate (13.3 g, 105 mmol) and reflux for 45 minutes. Evaporate the solvent in vacuo, dissolve the residue in ethyl acetate (50 mL) and wash with water (4×50 mL). Dry (MgSO4), filter through silica gel and evaporate the solvent in vacuo to give the title compound (6.4 g, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06559312B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-53334f5c96164dc5b783497e3aba4413 |
| Source note | uspto-grants-2003_05 |