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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278340Generated: October 29, 2026

Triethylamine → HCID 23087566, compound

https://huagongshe.com/reaction/2278340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-DimethylaminopyridineHCID 21885—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant5-bromo-2,3-dihydro-1H-inden-1-olHCID 13486299—
SolventDichloromethaneHCID 6344—
ProductHCID 23087566HCID 23087566—

Reaction Steps

To a solution of 5-bromo-2,3-dihydro-1H-inden-1-ol (1 g, 4.69 mmol), triethylamine (1.44 mL, 10.3 mmol) and dimethylaminopyridine (0.12 g, 0.94 mmol) in DCM (20 mL) at 0° C. was added TBSCl (1.56 g, 5.16 mmol). The reaction mixture was allowed to reach room temperature overnight, and then was quenched with a saturated solution of sodium bicarbonate (20 mL). The phases were separated and the aqueous layer was extracted twice with DCM (2×20 mL). The organics layers were combined, washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude material was purified on silica eluting with Et2O and pentane to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133157B2
Source datasetuspto-grants-2015_09
ORD IDord-9db120b802c34f2eb1d6e98b6d2a2a0e
Source noteuspto-grants-2015_09