Propose a synthetic route to convert 3-methyl-1-butanol into ...

[jacob816]

Question 1

Propose a synthetic route to convert 3-methyl-2-butanol into 3-methyl-1-butanol.



◦ 1. H3O+; 2. KOtBu; 3. H2O2, NaOH
◦

1. TsCl, pyr; 2. KOtBu; 3. BH3-THF; 4. H2O2, NaOH

◦ 1. BH3-THF; 2. H2O2, NaOH
◦ 1. TsCl, pyr; 2. BH3-THF; 3. H2O2, NaOH
◦ 1. KOtBu; 2. BH3-THF; 3. H3O+

Question 2

Propose a synthetic route to convert 3-methyl-1-butanol into 3-methyl-2-butanol.



◦ 1. NaOH; 2. H3O+
◦ 1. H2SO4, heat; 2. NaBH4; 3. H3O+
◦ 1. Hg(OAc)2, H2O; 2. H2SO4, heat; 3. NaBH4
◦ 1. H2SO4, heat; 2. Hg(OAc)2, H2O; 3. NaBH4
◦ 1. NaOMe; 2. BH3-THF; 3. H2O2, NaOH

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[jacob816]

Excellent

[ASDFGJLO]

Thanks for the timely response, appreciate it