Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496327Generated: October 26, 2026

Water → HCID 22325301, compound

https://huagongshe.com/reaction/496327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-(4-Bromophenyl)-1,3-dioxolaneHCID 2773842—
ReactantMagnesiumHCID 5462224—
Reactant2,3,4,5-Tetramethoxy-6-methylbenzaldehydeHCID 14852334—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22325301HCID 2232530196%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06943196B1
Source datasetuspto-grants-2005_09
ORD IDord-c64543cafc8a43a380437434a76f5899
Source noteuspto-grants-2005_09