Question: draw a modified flow chart bases on figure 1.1 to show how one could isolate salicylic acid (a carboxylic acid). OH ma huang plant preparation

draw a modified flow chart bases on figure 1.1 to show how one could isolate salicylic acid (a carboxylic acid).

OH ma huang plant preparation containing ephedrine Ph NHCH Ephedra sinica STEP 1: benzenelaq. Na CO OH ORGANIC PHASE ephedrineeutral organics Ph AQUEOUS PHASE (BASIC organic carboxylates/debris (DISCARD) NHCH STEP 2: ag: HCI ORGANIC PHASE neutral organics (DISCARD) Ph AQUEOUS PHASE (ACIDIC ephedrine hydrochloride NH CHE STEP 3: CHCI aq kco, (free-base step) OH ORGANIC PHASE pure ephedrine Ph AQUEOUS PHASE (BASIC impunities (DISCARD) NHCH STEP 4: oxalic acid recrystallization of oxalate salt OH Ph NH CH3 oxalate ephedrine oxalate Figure 1.1 Procedure for isolation of ephedrine from ma huang. Step 1: The crude plant preparation is partitioned between benzene and aqueous base ephedrine is shown in red). Step 2: The organic phase is extracted with aqueous acid. Step 3: Base is added to the aqueous phase to free-base ephedrine; the next step is extraction of the free base into organic solvent and evaporation to solid ephedrine. Step 4: Recrystallization as the oxalate salt. Photo by Lazare Gagnidze/Wikimedia Commons, CC BY-SA 4.0

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