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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492590Generated: October 25, 2026

Triethylamine → Methyl 4-(t-butyldimethylsilyloxy)-3-(2-propen-1-yl)benzoate

https://huagongshe.com/reaction/1492590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantMethyl 3-allyl-4-hydroxybenzoateHCID 939882—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-(t-butyldimethylsilyloxy)-3-(2-propen-1-yl)benzoateHCID 19385705—

Reaction Steps

To a solution of 5.168 g (26.9 mmol) of the product of Step B in 50 mL of dichloromethane was added 4.40 mL (2.95 mmol) of triethylamine, 4.46 g (2.95 mmol) of tert-butyldimethylchlorosilane, 0.100 g of 4-dimethylaminopyridine, and the reaction mixture was stirred at room temperature for 2 hours. The mixture was then diluted with 50 mL dichloromethane, washed with 100 mL 1N hydrochloric acid, dried (MgSO4), filtered and evaporated. The residual oil (7.993 g, 97%) was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05374638
Source datasetuspto-grants-1994_12
ORD IDord-a3eb5df2ed8240deb0a799de39aa5c25
Source noteuspto-grants-1994_12