Draw the detailed mechanisms for the following transformations. H3C =OCH 3 LOCH3 (1.5 equiv) then reflux, 5h 1. N. N2 CICH,CH,CI, hv 56% `CH 3 19.5h Вос Вос OH OR' OR Me Me 90 °C CO,R? CO2R? 2. toluene OR OH 12h; 90% OH ORI OR OR R' = TBS R? = TSE

Draw the detailed mechanisms for the following transformations. H3C =OCH 3 LOCH3 (1.5 equiv) then reflux, 5h 1. N. N2 CICH,CH,CI, hv 56% `CH 3 19.5h Вос Вос OH OR' OR Me Me 90 °C CO,R? CO2R? 2. toluene OR OH 12h; 90% OH ORI OR OR R' = TBS R? = TSE

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 3E

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

Draw the detailed mechanisms for the following transformations.
H3C
=OCH 3
LOCH3
(1.5 equiv)
then reflux, 5h
1.
N.
N2
CICH,CH,CI, hv
56%
`CH 3
19.5h
Вос
Вос
OH
OR'
OR
Me
Me
90 °C
CO,R?
CO2R?
2.
toluene
OR
OH
12h; 90%
OH
ORI
OR
OR
R' = TBS
R? = TSE

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