Devise a route to carry out the following conversion: OH (Specify the reagents you would use to carry out the conversion by using letters from the table. The reaction may require more than one step, if so, write the letters in the order that they are used, e.g. hb. If two or more ways of conversion to the same product are possible, show only one of them.) Reagents available L 1. NaNH, / NH, 2. Н,о a. SOCIla, pyridine e. NaNH, / NH, ь. Н,РО, heat f. H, CrO, j. CH,I c. H,0, H, SO, g. 1. Oso, / H, 0; 2. HIO, k. Oso, / H,O, d. PCC h. H2 / Lindlar catalyst L. 1. BH3 2. Н, О,, NaOH, н,о

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter15: Radical Reactions
Section: Chapter Questions
Problem 8E
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Devise a route to carry out the following conversion:
OH
H.
(Specify the reagents you would use to carry out the conversion by using letters from the table. The reaction may require more than one step, if so, write the letters in the order that they are used, e.g. hb. If two or more ways of conversion to the same product are
possible, show only one of them.)
Reagents available
i. 1. NANH2 / NH3
2. НаО
a. SOClą, pyridine e. NaNH2 / NH3
b. H3PO4, heat
f. H2 CrO,
j. CH3I
c. H20, H2SO,
g. 1. Os04 / H2O,
2. НIO
k. Os04 / H2O2
d. PCC
h. H2 / Lindlar catalyst 1. 1. BH3
2. Н,О, NaOH, н,о
The reagents are (in order of use):
Transcribed Image Text:Devise a route to carry out the following conversion: OH H. (Specify the reagents you would use to carry out the conversion by using letters from the table. The reaction may require more than one step, if so, write the letters in the order that they are used, e.g. hb. If two or more ways of conversion to the same product are possible, show only one of them.) Reagents available i. 1. NANH2 / NH3 2. НаО a. SOClą, pyridine e. NaNH2 / NH3 b. H3PO4, heat f. H2 CrO, j. CH3I c. H20, H2SO, g. 1. Os04 / H2O, 2. НIO k. Os04 / H2O2 d. PCC h. H2 / Lindlar catalyst 1. 1. BH3 2. Н,О, NaOH, н,о The reagents are (in order of use):
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