[1] NaH HO- [2] CI cyclohexanol methoxy methyl ether H30*

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterNW2: Nomenclature Worksheet 2: Intro To Naming Functional Groups
Section: Chapter Questions
Problem 1E
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Besides the tert-butyldimethylsilyl ethers, there
are many other widely used alcohol protecting groups. For example, an
alcohol such as cyclohexanol can be converted to a methoxy methyl
ether (a MOM protecting group) by treatment with base and chloromethyl
methyl ether, ClCH2OCH3. The protecting group can be removed by
treatment with aqueous acid.

Write a stepwise mechanism for the formation of a MOM ether from
cyclohexanol.

[1] NaH
HO-
[2] CI
cyclohexanol
methoxy methyl ether
H30*
Transcribed Image Text:[1] NaH HO- [2] CI cyclohexanol methoxy methyl ether H30*
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