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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690727Generated: October 26, 2026

4-(5-Hydroxymethyl-imidazol-1-yl)-3,3-dimethyl-isochroman-1-one → 3-(3,3-dimethyl-1-oxo-isochroman-4-yl)-3H-imidazole-4-carbaldehyde

https://huagongshe.com/reaction/1690727

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(5-Hydroxymethyl-imidazol-1-yl)-3,3-dimethyl-isochroman-1-oneHCID 57781122—
CatalystHCID 178418406HCID 178418406—
Solvent1,4-DioxaneHCID 31275—
Product3-(3,3-dimethyl-1-oxo-isochroman-4-yl)-3H-imidazole-4-carbaldehydeHCID 24802690—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-(5-hydroxymethyl-imidazol-1-yl)-3,3-dimethyl-isochroman-1-one (0.500 g, 1.84 mmol) (Example 6d) in dioxane (10 mL) is added manganese dioxide (2.4 g, 27.6 mmol) and the reaction mixture is heated to 60° C. overnight. Filtration through celite and concentration in vacuo afforded 3-(3,3-dimethyl-1-oxo-isochroman-4-yl)-3H-imidazole-4-carbaldehyde, which is used in the next step without further purification; MS (ESI) m/z 271.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153674B2
Source datasetuspto-grants-2012_04
ORD IDord-54b7373104454b7fbf6fb310ab6c6277
Source noteuspto-grants-2012_04