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ChemicalBook CAS DataBase List 4-ACETAMIDOBENZYL CHLORIDE

4-ACETAMIDOBENZYL CHLORIDE synthesis

6synthesis methods
-

Yield: 78%

Reaction Conditions:

with triethylamine in tetrahydrofuran;ethyl acetate

Steps:

R.25 4-chloromethylacetanilide
Reference Example 25 4-chloromethylacetanilide To a solution of 4-hydroxymethylacetanilide (230 mg, 1.4 mmol) in tetrahydrofuran (5 mL) were added under ice-cooling triethylamine (0.39 mL, 2.8 mmol) and methanesulfonyl chloride (0.17 mL, 2 mmol) and the mixture was stirred at roomtemperature for 2 h. The solvent was evaporated under reduced pressure and the obtained residue was dissolved in ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give an almost pure title compound (200 mg, 78%). 1H-NMR (δ ppm, CDCl3): 2.18 (3H, s), 4.56 (2H, s), 7.28-7.38 (3H, m), 7.50 (2H, d, J=8.6 Hz)

References:

Takeda Chemical Industries, Ltd. EP1223170, 2002, A1

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