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ChemicalBook CAS DataBase List PIVALAMIDE
754-10-9

PIVALAMIDE synthesis

9synthesis methods
-

Yield:-

Reaction Conditions:

with triethylamine in dichloromethane

Steps:

13.A Part A:
Part A: Preparation of N-trimethylacetyl-3,4-difluoroandlide. To a solution of 3,4-difluoroaniline (19 mL, 191 mmol) in methylene chloride (500 mL) at 0° was added triethylamine (32 mL, 230 mmol) followed dropwise with trimethylacetyl chloride (24 mL, 191 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 3 h. The reaction mixture was poured onto 3N HCl ard extracted with methylene chloride (3*100 mL) and the combined organic extracts were dried over anhydrous NaSO4 and concentrated in vacuo. The residue was taken up in hexanes (300 mL) and filtered through a sintered glass funnel. The solids are washed thoroughly with hexanes (500 mL) and dried under vacuum to give 37.36 g of the pivaloyl amide as a solic (40.68 g theoretical, 92% yield).

References:

Dupont Pharmaceuticals Company US6140320, 2000, A

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