HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Hydroxy-4-(4-methoxy-phenyl)-5H-furan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methoxyphenylacetaldehyde | HCID 79782 | — |
| Reactant | Morpholine, hydrochloride (1:1) | HCID 197884 | — |
| Reactant | Glyoxylic acid, monohydrate | HCID 15620607 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-Hydroxy-4-(4-methoxy-phenyl)-5H-furan-2-one | HCID 59651978 | 98% |
Reaction Steps
A suspension of glyoxalic acid hydrate (2.45 g, 26.6 mmol) and morpholine hydrochloride (3.28 g, 26.35 mmol) in dioxane (25 mL) was stirred as water (2 mL) was added. The homogeneous solution and 4-methoxyphenyl acetaldehyde (3.8 g, 25.3 mmol) was then added and the solution was stirred at reflux for 24 h. The solvent was evaporated and a solid was formed after addition of 20 mL of water. The solid was collected and washed with water to give 5.1 g (98%) of the product: MS m/z 189 (M−17+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586588B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-89dae74cf104495fb0481110f7a9c10b |
| Source note | uspto-grants-2013_11 |