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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749237Generated: October 30, 2026

Triethylamine → HCID 86599785, compound

https://huagongshe.com/reaction/1749237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 21964441HCID 21964441—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 86599785HCID 8659978570%

Reaction Steps

DMAP (2.306 g, 18.9 mmol), TBSCl (11.502 g, 76.3 mmol) and triethylamine (5.25 mL, 37.7 mmol) were added to a solution of 9-4 (7.67 g, 37.9 mmol) in dichloromethane (120 mL). After 17 h, 150 mL of saturated NH4Cl solution was added and the layers were separated. The aqueous layer was extracted with dichloromethane (3×100 mL) and the combined organic solution was dried (Na2SO4), filtered and evaporated. Purification by flash chromatography on silica gel (4% ethyl acetate/hexanes) gave 9-5 (8.38 g, 26.5 mmol, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156810B2
Source datasetuspto-grants-2015_10
ORD IDord-c6a22940b8ec46f0a35eca382dd0b3d3
Source noteuspto-grants-2015_10