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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 338914Generated: October 30, 2026

Triethylamine → HCID 70983392, compound

https://huagongshe.com/reaction/338914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 70983047HCID 70983047—
SolventDichloromethaneHCID 6344—
ProductHCID 70983392HCID 7098339292.6%

Reaction Steps

To a solution of (1-(2-methylquinolin-8-yl)cyclopropyl)methanol (0.050 g, 0.234 mmol) and triethylamine (0.065 mL, 0.47 mmol) in DCM (5 mL) was added TBSOTf (0.065 mL, 0.28 mmol) at ambient temperature and the reaction was stirred at ambient temperature for 1 hour. Saturated sodium bicarbonate (10 mL) and DCM (20 mL) were added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (10:1 hexane/ethyl acetate) to give 8-(1-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-methylquinoline (0.071 g, 92.5%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889704B2
Source datasetuspto-grants-2014_11
ORD IDord-5d7662d192b54e15a6e0167e80132846
Source noteuspto-grants-2014_11