BOC,ET-N-ET-OH synthesis
- Product Name:BOC,ET-N-ET-OH
- CAS Number:152192-95-5
- Molecular formula:C9H19NO3
- Molecular Weight:189.25
24424-99-5
110-73-6
152192-95-5
The general procedure for the synthesis of tert-butyl (2-hydroxyethyl)carbamate from di-tert-butyl dicarbonate and N-ethyl ethanolamine was as follows: to a mixed solution containing 2-(ethylamino)ethanol (8.91 g) and ethyl acetate (100 mL) was added di-tert-butyl dicarbonate (21.8 g) slowly under ice-bath cooling conditions. The reaction mixture was stirred continuously at room temperature for 3 days. Upon completion of the reaction, the mixture was washed with saturated brine (100 mL) and the organic phase was subsequently dried with anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give the title compound (19.0 g) as a colorless oil. The product was characterized by 1H-NMR (CDCl3): δ 1.11 (3H, t, J = 7.0 Hz), 1.47 (9H, s), 3.27 (2H, q, J = 7.0 Hz), 3.37 (2H, t, J = 5.2 Hz), 3.73 (2H, q, J = 5.2 Hz).
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110-73-6
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152192-95-5
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Yield:-
Reaction Conditions:
with triethylamine in 1,4-dioxane;water
Steps:
29.A Step A
Step A 2-(N-Tert-butyloxycarbonyl-N-ethyl)aminoethanol To a solution of 2-(ethylamino)ethanol (3 g, 33.65 mmol) in 1:1 dioxane:water at 0° C. was added triethylamine(7.04 ml, 50.48 mmol) followed by addition of 2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile (9.9 g, 40.38 mmol). The reaction mixture was stirred at 0° C. for 10 min and then at room temperature for 2 h. The mixture was extracted with ethyl acetate (2*150 ml); the ethyl acetate layers were then combined, washed with brine and dried over sodium sulfate. Removal of the solvent and subsequent purification by column chromatography eluding with 1:2 ethyl acetate:hexane system to obtain 3.69 g of the title compound. 1H NMR (500 MHz, CDCl3): δ3.753 (t, J=5.0 Hz, 2H); 3.39 (t, J=4.8 Hz, 2H); 3.24 (brs, 2H); 1.48 (s, 9H); 1.13 (t, J=7.1 Hz, 3H).
References:
Merck & Co., Inc. US6316444, 2001, B1
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110-73-6
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152192-95-5
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$26.00/1g
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$13.50/25G
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152192-95-5
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