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ChemicalBook CAS DataBase List (4-IODO-BENZYL)-CARBAMIC ACID TERT-BUTYL ESTER
189132-01-2

(4-IODO-BENZYL)-CARBAMIC ACID TERT-BUTYL ESTER synthesis

11synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
862 suppliers
$13.50/25G

39959-59-6 Synthesis
4-IODOBENZYLAMINE

39959-59-6
129 suppliers
$5.00/100mg

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Yield: 99%

Reaction Conditions:

with sodium hydroxide in 1,4-dioxane;water at 20; for 18 h;

Steps:

1.A
A solution of 4-iodo-benzylamine (18.64g, 80mmol), dι'-tert-buty dicarbonate (19.21g, 88mmol), and NaOH (4.8Og, 120mmol) in dioxane/H2O (1 :1 , 25OmL) was stirred at room temp for 18 hours. The solvent was removed and the residue was dissolved in EtOAc (20OmL). The organic layer was washed with H2O (5OmL), HCl (IN, 2x 5OmL), NaHCO3 (10%, 5OmL) and H2O (5OmL). The organic solution was dried over anhydrous Na2SO4. The solvent was evaporated to give (4- iodobenzyl)carbamic acid tert-butyl ester (1, 26.5Og, 99%).

References:

CENGENT THERAPEUTICS, INC. WO2006/9876, 2006, A2 Location in patent:Page/Page column 139

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