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ChemicalBook CAS DataBase List tert-butyl N-(5-iodo-2-methoxyphenyl)carbamate
1474060-74-6

tert-butyl N-(5-iodo-2-methoxyphenyl)carbamate synthesis

3synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
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tert-butyl N-(5-iodo-2-methoxyphenyl)carbamate

1474060-74-6
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Yield:1474060-74-6 96%

Reaction Conditions:

in ethanol at 20; for 36 h;

Steps:

Synthesis of 3-(N-tert-Butyloxycarbonylamino)-4-methoxyphenyl iodide

Di-tert-butyl dicarbonate (1.3 g, 6 mmol) was added to a solution of 3-amino-4-methyloxyphenyliodide (1 g, 4 mmol) in 50 ml of EtOH.7 The reaction mixture was stirred at room temperature for 36h. The reaction solution was concentrated in vacuo and the residue was purified by flash chromatography on silica gel (pentane/CH2Cl2, 2:1) to give 3-(N-tert-butyloxycarbonylamino)-4-methoxyphenyl iodide (1.34g, 3.84 mmol, 96%) as white crystals.

References:

Malysheva, Yulia B.;Buchvalova, Svetlana Y.;Svirshchevskaya, Elena V.;Fokin, Valery V.;Fedorov, Alexey Y. [Synlett,2013,vol. 24,# 14,art. no. ST-2013-B0387-L,p. 1772 - 1776] Location in patent:supporting information