Carbamic acid, (4-hydroxyphenyl)-, phenyl ester (9CI) synthesis
- Product Name:Carbamic acid, (4-hydroxyphenyl)-, phenyl ester (9CI)
- CAS Number:14235-95-1
- Molecular formula:C13H11NO3
- Molecular Weight:229.23
Yield:14235-95-1 93%
Reaction Conditions:
with sodium hydrogencarbonate in tetrahydrofuran;water at 0 - 20; for 0.0833333 h;
Steps:
General procedure for the preparation of phenyl carbamates.
General procedure: A solution ofphenyl chloroformate (1.64 g;0.0105 mol) in tetrahydrofuran (10 ml) was slowly to an ice-water bath cooledsolution of 3, 4, 5-trimethoxyaniline (1.83 g; 0.01 mol) and water solution ofsodium bicarbonate (1 g; 0.012 mol) in tetrahydrofuran (20 ml). After the addition was completed, theice-water bath was removed and reaction mixture left to stir at roomtemperature for five minutes. Ethylacetate (200 ml) was addedto the reaction mixture and water was separated from theupper organic layer. The organic layerwas washed with water (3 x 50ml), 5% hydrochloric acid (3x 50 ml), water(3x50ml) and dried over anhydrous sodium sulfate.
References:
Hron, Rebecca;Jursic, Branko S. [Tetrahedron Letters,2014,vol. 55,# 9,p. 1540 - 1543] Location in patent:supporting information
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