Reaktion #595368

Reaktionsgleichung

Methyl 4-(benzyloxy)-2-(trifluoromethylsulfonyloxy)benzoate

4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane

S-Phos

K3PO4

→

title compound

methyl 4-(benzyloxy)-2-(prop-1-en-2-yl)benzoate

Lösungsmittel

H2O

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with EtOAc
2. 2
   SonstigeThe combined organics were dried
3. 3
   Einengenconcentrated
4. 4
   SonstigeThe residue was purified by flash chromatography (PE/EA=10:1)

Vorschrift

Methyl 4-(benzyloxy)-2-(trifluoromethylsulfonyloxy)benzoate (i-1c) (6.8 g, 17.4 mmol), 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (2.9 g, 17.4 mmol), Pd(OAc)2 (195 mg, 0.87 mmol), S-Phos (71 mg, 0.174 mmol) and K3PO4 (11 g, 52 mmol) were mixed in THF (70 ml). The mixture was stirred at 75° C. for 24 h. The mixture was diluted with H2O, and extracted with EtOAc. The combined organics were dried and concentrated. The residue was purified by flash chromatography (PE/EA=10:1) to afford the title compound. LCMS (ESI) calc'd for C18H18O3 [M+H]+: 391. found: 391.

Quelle