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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527014Generated: October 30, 2026

Dimethylformamide → HCID 67287398, compound

https://huagongshe.com/reaction/527014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant4H-ImidazoleHCID 12744656—
Reactant1-Benzyloxy-3-methoxy-cyclohexan-2-olHCID 15187287—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDiethyl EtherHCID 3283—
ProductHCID 67287398HCID 67287398—

Reaction Steps

To a solution of 1-benzyloxy-3-methoxy-cyclohexan-2-ol, 51d, (2.31 g, 9.78 mmol), tert-butyl-chlorodimethyl-silane (2.21 g, 2.73 mL, 14.66 mmol) in 20 dry DMF at room temperature was added 4H-imidazole (1.997 g, 29.33 mmol) and a catalytic amount of 4-dimethylaminopyridine (0.12 g, 0.98 mmol). The resulting mixture was stirred at room temperature overnight. It was then diluted with ether, washed with water, aqueous saturated citric acid solution and water again. The organic phase was dried with MgSO4, filtered and concentrated in vacuo. The colorless crude oil was used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345708B2
Source datasetuspto-grants-2016_05
ORD IDord-bdb76d9eb5e9437d9e05f35b3846be3b
Source noteuspto-grants-2016_05