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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044677Generated: October 31, 2026

Imidazole → HCID 67154960, compound

https://huagongshe.com/reaction/1044677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 67155001HCID 67155001—
SolventDimethylformamideHCID 6228—
ProductHCID 67154960HCID 6715496080%

Reaction Steps

17-(cyclopropylmethyl)-4,5a-epoxy-3,14-dihydroxy-6-(1,3-dioxolan-2-yl)morphinan (3.85 g, 10 mmol) was dissolved in 10 ml of DMF, then imidazole (0.68 g, 10 mmol) and tert-butyl dimethyl chlorosilane (1.5 g, 10 mmol) were added with stirring. The whole system was reacted at a temperature ranging from 20° C. to 25° C. for 40 min. After the reaction was complete, water was added to the system and the resultant mixture was extracted with diethyl ether for 3 times. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated for crystallization to afford a white solid of 4.0 g. Yield: 80%. Melting point: 107.7-109.3° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563721B2
Source datasetuspto-grants-2013_10
ORD IDord-05689b8a15b343189f035d249f09cc21
Source noteuspto-grants-2013_10