NH2 HO Atenolol Tenormin® Below is a two-step reaction sequence. What are the steps in the synthesis? `NH2 -NH2 `NH2 base OH Он O The phenolate reacts with the epoxide preferentially over the alkyl halide at the less sterically hindered position. Then, the sterically hindered amine attacks the alkyl chloride. The phenolate reacts with the epoxide preferentially over the alkyl halide at the more sterically hindered position. Then, the sterically hindered amine attacks the alkyl chloride.

NH2 HO Atenolol Tenormin® Below is a two-step reaction sequence. What are the steps in the synthesis? `NH2 -NH2 `NH2 base OH Он O The phenolate reacts with the epoxide preferentially over the alkyl halide at the less sterically hindered position. Then, the sterically hindered amine attacks the alkyl chloride. The phenolate reacts with the epoxide preferentially over the alkyl halide at the more sterically hindered position. Then, the sterically hindered amine attacks the alkyl chloride.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter23: Carbonyl Condensation Reactions

Section23.SE: Something Extra

Problem 45MP

See similar textbooks

Similar questions

Draw a structural formula for the product formed by treating butanal with each reagent. (a) LiA1H4LiA1H4 followed by H2OH2O (b) NaBH4NaBH4 in CH3OH/H2O (c) H2/Pt (d) Ag(NH3)2+in NH3/H2O (e) H2CrO4, heat (f) HOCH2CH2OH,HCl
Which reagents are best used to produce 4-methyl-2-pentanol from a ketone? a. amins and trace acid, followed separetely H2/PD/C b. sodium cyanide followed by HCl c. sodium borohydridd followed by acidic work up d. hydrogen cyanide followed by HCl e. none of the above
If anhydrides react like acid chlorides with the nucleophiles, draw the products formed when each of the following nucleophiles reacts with benzoic anhydride [(C6H5CO)2O]: (a) CH3MgBr (2 equiv), then H2O; (b) LiAlH4, then H2O; (c) LiAlH[OC(CH3)3]3, then H2O.
Which of the following starting materials and reagents would be best to produce a racemic mixture of 3-methyl-3-hexanol? a. heptanone and 1. CH3MgBr 2. H3O+ b. hexanal and 1. CH3MgBr, 2. H3O+ c. 3-hexanone and 1. CH3MgBr, 2. H3O+ d. butanal and 1. CH3CH2MgBr, 2. H3O+
What would be the major product if diethyl malonate (EtO2CCH2CO2Et) was decarboxylated using H3O+ and heat? A. CH3CH2CO2H B. CH3CO2H C. CH2(CO2H)2 D. CH3CO2Et
What is the best choice of reagents to achieve the following reaction? A. SOCl2 (1/2 equivalent) B. KOH (pellets) C. K2SO4 D. PhCO2Na
In the mixed Claisen reaction of cyclopentanone with ethyl formate, a much higher yield of the desired product is obtained by first mixing the two carbonyl components and then adding base, rather than by first mixing base with cyclopentanone and then adding ethyl formate. Explain.