In 1898, Richard Willstätter conducted the first synthesis of this compound from tropinone. For 10 points each:
[10m] Name this tropane alkaloid that can be converted from its hydrochloride form using baking soda. A solution containing cobalt(II) thiocyanate turns blue when mixed with this compound in the Scott test.
ANSWER: cocaine [or benzoylmethylecgonine]
[10h] The biosynthesis of cocaine begins with an addition of acetyl-CoA to N-methyl-pyrrolinium that is mechanistically analogous to this reaction. An amine reacts with formaldehyde to form a Schiff base, which then reacts with an alpha-CH-acidic compound in this reaction.
ANSWER: Mannich reaction
[10e] A second molecule of acetyl-CoA is then added via a reaction of this type named for Rainer Claisen. In reactions of this type, two organic molecules combine to form a larger molecule with the loss of a small molecule.
ANSWER: condensation [accept Claisen condensation; prompt on dehydration synthesis]
<Science - Chemistry>