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ChemicalBook CAS DataBase List ETHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE

ETHYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOATE synthesis

11synthesis methods
-

Yield:-

Reaction Conditions:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane at 85; for 16 h;

Steps:

13
EXAMPLE 13 Preparation of Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)Benzoate; [0105] EMI310.0[0106] A solution of methyl 4-iodobenzoate (2.00 g, 7.63 mmol) in 30 mL dioxane was degassed with Ar for 10 minutes. Then, Pd(dppf)Cl2 (171 mg, 3 mol %), triethylamine (3.27 mL), and pinacolborane (1.47 g, 11.45 mmol) were added. The resulting solution was stirred at 85[deg.] C. for 16 hours. The mixture was allowed to cool to ambient temperature, filtered through a pad of Celite(R), and concentrated in vacuo to obtain 3.97 g of product which was used without further purification. m/z=263 [M+H]<+>.

References:

Ladouceur, Gaetan H.;Schoen, William R.;Burke, Michael J. US2003/195352, 2003, A1 Location in patent:Page/Page column 34

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