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ChemicalBook CAS DataBase List BREDERECK'S REAGENT

BREDERECK'S REAGENT synthesis

5synthesis methods
-

Yield:-

Reaction Conditions:

in tetrahydrofuran at 60; for 1 h;

Steps:

14.1

Example 14: Tris(dimethylamino)methane (13, R6 = Me, R7 = Me), Tert-Butoxy- bis(dimethylamino)methane (14, R6 = Me, R7 = Me, R8 = tBu) and N,N- Dimethylformamide di-tert-butyl acetal (15, R6 = Me, R7 = Me, R8 = tBu); Method 1; N,N,N',N'-tetramethylformadinium methyl sufate (5 g) (prepared according to Example 1, X = MeSO4) is added to a solution of potassium tert-butoxide in THF (23.6 ml, 1 M). The mixture is then stirred for 1 h at 60 °C. The reaction mixture is then filtered under argon. The mother liquor is then concentrated in vacuo to afford a residue (1.60 g) containing 13, 14 and 15 (R6 = Me, R7 = Me, R8 = tBu). 1H NMR (C6D6): 1.08, 1.16, 1.24, 2.29, 2.33, 3.02, 4.06, 5.00. Relative amounts of 13 (R6 = Me; R7 = Me), 14 (R6 = Me, R7 = Me, R8 = tBu), 15 (R6 = Me, R7 = Me, R8 = Me) are determined by integration of signals at 3.02, 4.06 and 5.00 ppm, respectively.

References:

WO2009/90251,2009,A2 Location in patent:Page/Page column 143-144

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