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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2396621Generated: October 28, 2026

Imidazole → HCID 10527478, compound

https://huagongshe.com/reaction/2396621

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-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-4-methyl-4-hexenoate as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05493030
Source datasetuspto-grants-1996_02
ORD IDord-a4c1d52d2e37401d93b59081e35e51bc
Source noteuspto-grants-1996_02