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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1741741Generated: October 27, 2026

Triethylamine → Methyl 4-tert-butyldimethylsilyloxy-3,5-di(2-propen-1-yl)benzoate

https://huagongshe.com/reaction/1741741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant3,5-Diallyl-4-hydroxybenzoic acid methyl esterHCID 19385619—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-tert-butyldimethylsilyloxy-3,5-di(2-propen-1-yl)benzoateHCID 19385712—

Reaction Steps

The product of Step B (3.1 g, 13.36 mmol) was treated with tert-butyldimethylsilyl chloride (2.22 g, 1.1 equiv), triethylamine (3 mL) and DMAP (0.1 equiv) in dichloromethane overnight. The mixture was concentrated and flash chromatographed with 5% and then 10% ethyl acetate in hexane to finish 4.5 g (97%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05334598
Source datasetuspto-grants-1994_08
ORD IDord-fe5818e7ec7844a8859e2f49b76f66cd
Source noteuspto-grants-1994_08