HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22325301, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(4-Bromophenyl)-1,3-dioxolane | HCID 2773842 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | 2,3,4,5-Tetramethoxy-6-methylbenzaldehyde | HCID 14852334 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22325301 | HCID 22325301 | 96% |
Reaction Steps
To an ice-cold solution of 2,3,4,5-tetramethoxy-6-methylbenzaldehyde (5.03 g, 20.94 mmol) in THF (200 ml) was added dropwise a Grignard reagent prepared from 2-(4-bromophenyl)-1,3-dioxolane (12.0 g, 52.4 mmol) and magnesium (1.40 g, 57.6 mmol), and then stirred at room temperature for 4 hours. The reaction mixture was poured into water and was extracted with ether. After the extract was washed with water and dried, and then the solvent was distilled off. The residue was purified by a silica gel column chromatography (hexane:ethyl acetate=3:1) to yield the title compound (7.80 g, 20.0 mmol, yield 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06943196B1 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-c64543cafc8a43a380437434a76f5899 |
| Source note | uspto-grants-2005_09 |