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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 70324Erstellt: 23. Oktober 2026

Trimethyl borate → 4-(1,3-Dioxolan-2-yl)-3-(trifluoromethyl)phenylboronic acid

https://huagongshe.com/de/reaction/70324

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethyl borateHCID 8470—
Edukt2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 5017741—
Edukt2-[4-Iodo-2-(trifluoromethyl)phenyl]-1,3-dioxolaneHCID 58276681—
EduktHCID 178418918HCID 178418918—
Produkt4-(1,3-Dioxolan-2-yl)-3-(trifluoromethyl)phenylboronic acidHCID 58276450—

Reaktionsschritte

The title compound was prepared from 2-[4-iodo-2-(trifluoromethyl)phenyl]-1,3-dioxolane (Example I-IX-7) according to the procedure described for Example V-18, with the following exceptions: the aryl iodide and i-PrMgCl were aged 45 min before introduction of the electrophile (instead of 30 min); trimethyl borate was used as the electrophile (instead of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane); the dried organic extracts were concentrated to dryness and triturated with Et2O/hexanes (instead of flash chromatography). White solid. LC/MS (method A) 2.22 min, m/z 417 ({2[M-gylcol]-H2O}—H, 23%), 217 ([M-glycol]-H, 57%), 189 (100%, −ve ion).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822518B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d0034df33c7d499db45ff337c85d8550
Quellennotizuspto-grants-2014_09