ChemicalBook CAS DataBase List BENZYL N-(3-HYDROXYPROPYL)CARBAMATE

BENZYL N-(3-HYDROXYPROPYL)CARBAMATE synthesis

11synthesis methods

Product Name:BENZYL N-(3-HYDROXYPROPYL)CARBAMATE
CAS Number:34637-22-4
Molecular formula:C11H15NO3
Molecular Weight:209.24

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Yield: 62%

Reaction Conditions:

with sodium bicarbonate in 1,4-dioxane;water;ethyl acetate

Steps:

15.1 (1)
(1) Synthesis of 3-benzyloxycarbonylamino-1-propanol 3-Amino-l-propanol (5.0 g) was dissolved in a mixture of dioxane (50 ml) and water (50 ml), and to the resulting solution were added under ice-cooling sodium hydrogen carbonate (4.3 mg) and benzyloxychloride (15.6 ml). The resultant mixture was stirred at that temperature for 1.5 hours. Ethyl acetate and water were added to the reaction solution obtained. The organic layer so separated was dried over magnesium sulfate. The solvent was evaporated off from the solution, and the residue was purified by a silica gel chromatography, thus affording the title compound (8.5 g; 62%). NMR(CDCl₃): δ=1.70(2H,m), 2.55(1H,t), 3.36(2H,q), 3.68(2H,q), 5.11(2H,s), 7.32-7.37(5H,m)

References:

Meiji Seika Kaisha, Ltd.;Bayer Aktiengesellschaft US6329338, 2001, B1