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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921907Generated: October 31, 2026

Imidazole → HCID 131734949, compound

https://huagongshe.com/reaction/921907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactanttert-Butyl 2-(hydroxymethyl)morpholine-4-carboxylateHCID 5201202—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductHCID 131734949HCID 13173494999.5%

Reaction Steps

To a round bottom flask charged with (+/−)-tert-butyl 2-(hydroxymethyl)morpholine-4-carboxylate (2 g, 9.21 mmol) in DMF (2 mL) was added imidazole and TBS-Cl (1.387 g, 9.21 mmol). The reaction mixture was stirred at room temperature 2 d. The reaction mixture was poured into a separatory funnel containing half-saturated aqueous ammonium chloride and ether. The aqueous layer was extracted with ether (2×). The combined organics were washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. (+/−)-tert-Butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)morpholine-4-carboxylate (3.039 g) was isolated as a white pasty solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273057B2
Source datasetuspto-grants-2016_03
ORD IDord-b5e4cc2a0e8e4cdb88a7d81752fb4c5a
Source noteuspto-grants-2016_03