ChemicalBook CAS DataBase List BOC,ET-N-ET-OH

BOC,ET-N-ET-OH synthesis

3synthesis methods

Product Name:BOC,ET-N-ET-OH
CAS Number:152192-95-5
Molecular formula:C9H19NO3
Molecular Weight:189.25

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

58632-95-4
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110-73-6 Synthesis

110-73-6
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$5.00/5g

152192-95-5
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$26.00/1g

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

24424-99-5 Synthesis