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In: Chemistry

1. Suggest a viable technique for purification of the crude SNAR product and outline the procedure...

1. Suggest a viable technique for purification of the crude SNAR product and outline the procedure for this technique and rationalize our choice. (SnAr mechanism)

22.3 Procedure

A solution of 4-chlorobenzyl amine (2.0 mmol, 1 mL 2.0 M soln. in 2-propanol, 2 equiv.) is added to a stirred solution of methyl 4-fluoro-3-nitrobenzoate (1.0 mmol) in 2-propanol (~10 mL) in a 25 mL round bottom flask equipped with a reflux condenser. The reaction mixture is heated to reflux for 30 min, cooled in an ice-water bath, and the product isolated by vacuum filtration. The crude product is rinsed with ice-cold 2-propanol (2 × ~3 mL), air-dried, and characterized via NMR (CDCl3) and IR spectroscopic analysis

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