HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → Methyl 4-(diethoxyacetyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Methyl 4-(2-oxoacetyl)benzoate | HCID 14276918 | — |
| Reactant | Ethylorthoformate | HCID 53630039 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Product | Methyl 4-(diethoxyacetyl)benzoate | HCID 59216300 | 82% |
Reaction Steps
A mixture of methyl 4-(oxoacetyl)benzoate (13.5 g, 0.0702 mol), ethyl orthoformate (29 mL, 0.18 mol), p-toluenesulfonic acid monohydrate (0.7 g) in toluene (150 mL) was heated under reflux for 2 h. After cooling, the solvent was removed under reduced pressure. The crude material was flash chromatographed on a silica gel column to afford the desired product (15.4 g, 82%). Analytical LCMS: (M+Na)+=289.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07683060B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-3b13e6a51fe84c12ace7ce3159b4dc56 |
| Source note | uspto-grants-2010_03 |