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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1094651Erstellt: 27. Oktober 2026

(Trifluoromethyl)trimethylsilane → 2-(6-Bromo-2-naphthyl)-1,1,1-trifluoropropan-2-ol

https://huagongshe.com/reaction/1094651

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(Trifluoromethyl)trimethylsilaneHCID 552549—
Edukt1-(6-Bromonaphthalen-2-yl)ethanoneHCID 12433082—
EduktHydrochloride methanolHCID 21893726—
KatalysatorLithium acetateHCID 3474584—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(6-Bromo-2-naphthyl)-1,1,1-trifluoropropan-2-olHCID 6663760579,3%

Reaktionsschritte

To a DMF (25 ml) solution of 1-(6-bromo-2-naphthyl)ethanone (1230 mg, 4.94 mmol), trimethylsilyl trifluoromethane (1050 mg, 7.41 mmol) and lithium acetate (16.3 mg, 0.247 mmol) were added and the mixture was stirred for 12 hours at room temperature. Then, the reaction was quenched with ethyl acetate and water, then the organic layer was separated and dried over sodium sulfate. The solvent was evaporated to give the residue which was treated with methanol-hydrogen chloride to give the product (1.25 g, 63%) as colorless oil. 1H NMR (300 MHz, CDCl3) δ ppm 1.88 (3H, s), 7.57-7.60 (1H, m), 7.68-7.81 (3H, m), 8.02-8.05 (2H, m).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08134004B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-09b33e7513b64cddae994c4dd7595c3b
Quellennotizuspto-grants-2012_03