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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1781521Generated: October 28, 2026

Imidazole → HCID 10527478, compound

https://huagongshe.com/reaction/1781521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl (4E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoateHCID 6478685—
SolventDimethylformamideHCID 6228—
ProductHCID 10527478HCID 10527478—

Reaction Conditions

Temperature50 °C

Reaction Steps

To methyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl) -4-methyl-4-hexenoate (Tetrahedron, 28, 4395, 1972) (10.0 g) in dimethylformamide (75 ml) was added t-butyldimethylsilyl chloride (4.97 g) and imidazole (2.24 g). The mixture was heated at 50° C. for 1 hour, then left at room temperature for 24 hours, then poured into water and extracted with ethyl acetate. The extract was washed twice with water, dried over magnesium sulfate and evaporated under vacuum to give methyl (E)-6-(4-t-butyldimethylsilyloxy-1,3-dihydro-6methoxy-7-methyl-3-oxoisobenzofuran-5-yl) -4-methyl-4-hexenoate as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05633279
Source datasetuspto-grants-1997_05
ORD IDord-3b264efffb7c4bf6baad7d517a038167
Source noteuspto-grants-1997_05