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HERO ID
2798975
Reference Type
Journal Article
Title
Benzyl chloroformate (CbzCl) synthesis using carbon monoxide as a carbonyl source
Author(s)
Mizuno, T; Takahashi, J; Ogawa, A
Year
2002
Is Peer Reviewed?
1
Journal
Tetrahedron
ISSN:
0040-4020
Volume
58
Issue
50
Page Numbers
10011-10015
Language
English
DOI
10.1016/S0040-4020(02)01331-5
Web of Science Id
WOS:000179567300012
Abstract
A novel non-phosgene synthetic method for benzyl chloroformate (CbzCl) was established. S-Methyl O-benzyl carbonothioates were prepared by the carbonylation of benzyl alcohols with carbon monoxide and sulfur (or carbonyl sulfide) in the presence of DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) followed by esterification using methyl iodide in good yields. Then, CbzCl derivatives were successfully synthesized by the chlorination of S-methyl O-benzyl carbonothioates using sulfuryl chloride in excellent yields. © 2002 Elsevier Science Ltd. All rights reserved.
Keywords
benzyl chloroformate; carbobenzoxy chloride; carbon monoxide; sulfur; carbonyl sulfide; carbonylation
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