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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600116Generated: October 26, 2026

Imidazole → (Dimethoxyphosphinyl)[[(1,1-dimethylethyl)dimethylsilyl]oxy]acetic acid (4-nitrophenyl)methyl ester

https://huagongshe.com/reaction/1600116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantDimethylformamideHCID 6228—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantAcetic acid, (dimethoxyphosphinyl)hydroxy-, (4-nitrophenyl)methyl esterHCID 10064522—
SolventDiethylether ethylacetateHCID 21584169—
Product(Dimethoxyphosphinyl)[[(1,1-dimethylethyl)dimethylsilyl]oxy]acetic acid (4-nitrophenyl)methyl esterHCID 9932571—

Reaction Steps

To a mixture of 3.48 g of product from Example 97 and 12 ml of dimethylformamide is added 1.86 g of t-butyldimethylsilyl chloride and 1.86 g of imidazole. After stirring the reaction at room temperature for 2hours, the mixture is diluted with 50% ethyl acetate/diethyl ether, washed 5 times with water, once with saturated sodium bicarbonate and once with saturated sodium chloride. The organic layer is dried, filtered and concentrated in vacuo to give 3.90 g of the desired silylated product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05744465
Source datasetuspto-grants-1998_04
ORD IDord-78b95ac5c5d54bf582f3b0069bda1423
Source noteuspto-grants-1998_04