HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 4-(Diethoxymethyl)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Terephthalaldehyde | HCID 12173 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Catalyst | Ammonium Chloride | HCID 25517 | — |
| Product | 4-(Diethoxymethyl)benzaldehyde | HCID 595993 | 50% |
Reaction Steps
A mixture of terephthalaldehyde (10 g, 74.55 mmol), ammonium chloride (160 mg, 3.0 mmol) in ethanol (10.3 g, 223.6 mmol) was added dropwise triethoxymethane (12.15 g, 82 mmol) at 0° C. After the addition, the mixture was stirred at room temperature overnight. The mixture was concentrated, the residue was purified by silica gel chromatography to give the title compound (7.0 g, yield 50%) as a white solid. LC-MS (ESI) m/z: 209 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420650B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-540c69af55ea4898a84b6d06475b95cb |
| Source note | uspto-grants-2013_04 |