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(a)
Interpretation:
The synthesis of given tertiary
Concept introduction:
Reductive amination is also known as reductive alkylation. This is basically used for the conversion of a carbonyl group to an amine via an intermediate imine. The carbonyl groups generally are
(b)
Interpretation:
The synthesis of given tertiary amine in three different ways by using acylation-reduction is to be shown.
Concept introduction:
Acylation-reduction is a process in which compound first undergoes acylation process. One of the best acylation processes is Friedel Craft acylation. Then the compound undergoes reduction process by suitable reducing agent or by catalytic reduction in the presence of metals like
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Chapter 19 Solutions
Organic Chemistry (9th Edition)
- Below is shown on of the reactions in the synthesis of Levetiracetam. What type of reaction is this? EtMgBr, TMDEA Levetiracetam N. Et,0 (solvent) - 78 °C O A condensation reaction. O A nucleophilic acyl substitution. O An amination. O A grignard reaction.arrow_forward3. Show the mechanism for the following addition/substitution. cat. H2SO4 MeNH2 remove H₂O H H Why doesn't a primary amine need to add a second nucleophile? (i.e. why does it make an imine instead of an aminal?)arrow_forward1. State all the products formed from Hofmann elimination of the following amine. Choose the major product. Show the mechanism to obtain the major product. b. C. a. NH₂ Com -CH₂CHCH3 NH₂ NH₂arrow_forward
- 1. Show mechanisms for the formation of imines as well as their hydrolysis. 1.A. pH 4.5 (HOTS) + H₂O 1.B. NH₂ + H₂O + H-OH₂ NH3 + H₂Oarrow_forwardWhich of the following reaction or reagent does not produce an amine molecule? A. Curtius rearrangementB. Reaction of oximes with metallic sodium in ethanolC. Reaction of N-alkylphthalimide with hydrazineD. Hofmann transformationE. Wolff transformationarrow_forward1. For the following reaction step, indicate which pattern of arrow pushing it represents. a. proton transferb. rearrangementc. loss of a leaving group2. Melphalan, a drug used in chemotherapy, reacts with itself in the body before binding with its target, as illustrated in the mechanism below. What is the first pattern of arrow pushing seen in this reaction? a. rearrangementb. loss of a leaving groupc. nucleophilic attackarrow_forward
- Which reaction intermediate (A or B) is more likely to form in the epoxide ring opening reaction? Reactions prefer to react through lower energy intermediates. Hint: how might you justify one structure being lower in energy than the other? Draw structures as part of your explanation why. F F. BOH F :0. Br Br Br H H epoxide ring opening Structure A Which alcohol structure shown below would be less acidic? Explain why. OH Structure B : 0. : OHarrow_forward2. When the following pair of reactants are combined in the presence of a basic catalyst, a number of aldol addition products are possible (since both of the reactants possess an acidic alpha proton). a. b. C. CH3 + H₂C H NaOH/H₂O Draw the structures for the two possible enolate ions. Draw the structures for all possible aldol addition products (also show the enolate ion and electrophilic carbonyl compound responsible for each product). For each of the aldol addition products predicted in part b, draw the structures for all of the corresponding aldol condensation products after loss of water (if E/Z isomers are possible, show both isomers)arrow_forwardCompare each of the mechanisms listed here with the mechanism for each of the two parts of the acid-catalyzed hydrolysis of an ester, indicating a. similarities. b. differences. 1. acid-catalyzed formation of a hydrate 2. acid-catalyzed conversion of an aldehyde to a hemiacetal 3. acid-catalyzed conversion of a hemiacetal to an acetal 4. acid-catalyzed hydrolysis of an amidearrow_forward
- a. What is the amine and coupling components of this azodye? H;CO- -N=N-arrow_forwarda. Propose a mechanism for the reaction of acetic anhydride with water.b. How does this mechanism differ from the mechanism for the reaction of acetic anhydride with an alcohol?arrow_forwardWhat is the main reaction mechanism for this reductive amination?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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