ChemicalBook CAS DataBase List 4-chloro-N,N-dimethylbenzamide

4-chloro-N,N-dimethylbenzamide synthesis

8synthesis methods

Product Name:4-chloro-N,N-dimethylbenzamide
CAS Number:14062-80-7
Molecular formula:C9H10ClNO
Molecular Weight:183.63

124-40-3
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873-76-7
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14062-80-7
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$15.00/5mg

Yield: 88%

Reaction Conditions:

with tert.-butylhydroperoxide;[bis(acetoxy)iodo]benzene in acetonitrileReflux;

Steps:

General procedure for the oxidative amidation of aryl alcohol with secondary amine
General procedure: To a mixture of aryl alcohol (1.0 mmol), appropriate amine (2.5 mmol) and TBHP (70 wt % in H₂O, 8.0 mmol) in acetonitrile (5 mL), was added DIB (0.2 mmol, 20 mol %) at room temperature. The reaction was allowed to stir at reflux temperature for 5-6 h. After the reaction was complete, as indicated by TLC, the mixture was cooled to room temperature. The volatiles were removed under reduced pressure and 10 mL saturated solution of NaHCO₃ was added. The mixture was extracted with ethylacetate (310 mL). The combined organic phases were dried with Na₂SO₄ and evaporated under vacuum. Purification of the residue by column chromatography (petroleum ether/EtOAc) afforded the desired amide.

References:

Sutar, Yogesh B.;Bhagat, Saket B.;Telvekar, Vikas N. [Tetrahedron Letters,2015,vol. 56,# 48,p. 6768 - 6771]