Reaktion #157506

Reaktionsgleichung

trimethyl borate

2-[4-iodo-2-(trifluoromethyl)phenyl]-1,3-dioxolane

i-PrMgCl

2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

→

title compound

4-(1,3-dioxolan-2-yl)-3-(trifluoromethyl)phenylboronic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe dried organic extracts were concentrated to dryness
2. 2
   Sonstigetriturated with Et2O/hexanes (instead of flash chromatography)
3. 3
   SonstigeLC/MS (method A) 2.22 min, m/z 417 ({2[M-gylcol]-H2O}—H, 23%), 217 ([M-glycol]-H, 57%), 189 (100%, −ve ion)

Vorschrift

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).

Quelle