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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075308Generated: November 1, 2026

Isopropanol → 3-(2'-Trifluoromethyl-3'-chloropropionoxy)propyltriethoxysilane

https://huagongshe.com/reaction/2075308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantAllyl AlcoholHCID 7858—
ReactantTriethoxysilaneHCID 13830—
Reactant2-(Trifluoromethyl)prop-2-enoyl chlorideHCID 10149016—
CatalystChloroplatinic acidHCID 61859—
Product3-(2'-Trifluoromethyl-3'-chloropropionoxy)propyltriethoxysilaneHCID 4618630336%

Reaction Conditions

Temperature50 °C

Reaction Steps

12.1 g (0.21 mole) of allyl alcohol were added dropwise at room temperature and in a flow of nitrogen to 30.6 g (0.19 mole) of 2-trifluoromethyl acrylic acid chloride, and after addition of the allyl alcohol was completed, the components were stirred for 8 hours at 50° C. Gas chromatography confirmed formation of allyl 1-chloro-2-trifluoromethylpropionate, and a non-reacted substance was removed by distillation under a reduced pressure. The product was combined with 0.04 g of a 10% isopropanol solution of a chloroplatinic acid, and 32.8 g (0.2 moles) of triethoxysilane were added dropwise at 70° C. Following this, the product was stirred for 2 hours at 100° C., and the reaction mixture was subjected to distillation to produce 25.7 g of 3-(2′-trifluoromethyl-3′-chloropropionoxy)propyltriethoxysilane. The 1H-NMR spectrum of the obtained product is shown in FIG. 1. The yield was 36%, and the boiling point of the obtained compound was 118° C./2 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919642B2
Source datasetuspto-grants-2011_04
ORD IDord-bf143df8b69f440aabf85ff44a391d49
Source noteuspto-grants-2011_04