Please suggest a work-up after procedure 1 that allows you to isolate the acetal
ID: 482895 • Letter: P
Question
Please suggest a work-up after procedure 1 that allows you to isolate the acetal product. Please explain each step in your procedure.Procedure 1: HO-CH HO-S A substituted Trimethyl Methanol (t)-Camphor. substituted benzaldehyde benzaldehyde 10- sulfonic acid orthoformate dimethyl acetal M 106.1 M M 32.0 M 232.3 M bp 101 102 °C bp 65 °C mp 199-201 °C (dec.) d 0.97 d 0.79 In a dry 10 mL pear-shaped reaction flask equipped with a magnetic stirring bar, mix l mmol of the substituted benzaldehyde assigned to you in 1 mL of methanol. Add 0.131 mL of trimethyl orthoformate. Finally, add 23 mg of the catalyst (camphor-10-sulfonic acid) to start the reaction Heat the reaction mixture for 15 minutes under reflux. After cooling to room temperature, transfer one drop of the solution into a GC vial. Fill up the vial with ether and perform a GCMS analysis of the liquid. Determine the relative amounts of starting material and product by GCMS. How would you work up the reaction mixture?
Explanation / Answer
The final product is soluble in ether. Now both Trimethyl orthoformate and camphor-10-sulfonic acid are soluble in water. Hence after the completion of thr reaction, add 3 mL of ether and 3 mL of water. Shake the mixture and collect the ether layer using seperatory funnel.Wash the ether layer 2 to 3 times with water and finally add anhydrous MgSO4, kept for 15 min, then filtered and dried to get the product.