ChemicalBook CAS DataBase List ethyl 2-aMino-2-(tetrahydro-2H-pyran-4-yl)acetate

ethyl 2-aMino-2-(tetrahydro-2H-pyran-4-yl)acetate synthesis

4synthesis methods

Product Name:ethyl 2-aMino-2-(tetrahydro-2H-pyran-4-yl)acetate
CAS Number:646055-93-8
Molecular formula:C9H17NO3
Molecular Weight:187.24

ethyl 2-(3,6-dihydro-2H-pyran-4-yl)-2-nitroacetate

921755-40-0
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ethyl 2-aMino-2-(tetrahydro-2H-pyran-4-yl)acetate

646055-93-8
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Yield:646055-93-8 100%

Reaction Conditions:

Stage #1: ethyl 3,6-dihydro-2H-pyran-4-yl-nitroacetatewith hydrogenchloride;hydrogen;nickel in ethanol;water; under 2585.81 Torr; for 18 h;Parr hydrogenation apparatus;
Stage #2: in water; pH=8 - 9;

Steps:

11 Ethyl 2-(4-oxanyl)-2-aminoacetate

Raney nickel (~ 2 g) was added to a solution of ethyl 2-(2H,3H,5H-4-oxinyl)-2-nitroacetate (2.50 g, 11.62 mmol) in ethanol (50 mL) and conc. HCl (1 mL). The mixture was subjected to hydrogenolysis at 50 psi on a Parr apparatus for 18 h. The catalyst was removed by careful filtration through a celite plug. The solvent was removed by rotary evaporation. The residue was basified with saturated aqueous NaHCO3 to pH 8-9, then saturated with NaCl and extracted with chloroform (4 x 25 mL). The combined extracts were dried over K2CO3, filtered and concentrated to yield 2.40 g (~ 100 %) of desired compound as a tan liquid.

References:

WO2004/5293,2004,A2 Location in patent:Page 80

29943-42-8 Synthesis

29943-42-8
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626-35-7 Synthesis

626-35-7
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646055-93-8
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References

2H-Pyran-4-acetic acid, α-[(diphenylmethylene)amino]tetrahydro-, ethyl ester

921755-39-7
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646055-93-8
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References

25637-18-7 Synthesis

25637-18-7
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646055-93-8
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References