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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1162318Generated: October 29, 2026

Sodium hydride → HCID 66853057, compound

https://huagongshe.com/reaction/1162318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
ReactantHCID 178453108HCID 178453108—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 66853057HCID 6685305724%

Reaction Steps

To a solution of tert-butyl (1-benzyl-4-piperidinyl)((1H-imidazol-4-yl)methyl)carbamate (1.3 g) obtained in Example 83b) in DMF (30 ml) was added sodium hydride (0.22 g) under ice-cooling, and mixed at room temperature for 1 hour. Subsequently, 2-(trimethylsilyl)ethoxymethyl chloride (1.3 ml) was added under ice-cooling, and then mixed at room temperature for 2 hours. The reaction solution was diluted with ethyl acetate and water, and the organic layer was collected by separation. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified with basic silica gel column (ethyl acetate:hexane=1:1) to obtain the title compound as a pale yellow oil (4.9 g, 24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820673B2
Source datasetuspto-grants-2010_10
ORD IDord-4d457d30aa664d24af446df09f8b7832
Source noteuspto-grants-2010_10