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ChemicalBook CAS DataBase List ETHYL 2-PENTYNOATE
55314-57-3

ETHYL 2-PENTYNOATE synthesis

5synthesis methods
-

Yield:55314-57-3 67%

Reaction Conditions:

with tert.-butylhydroperoxide;[bis(acetoxy)iodo]benzene;potassium carbonate in decane at 0;

Steps:



General procedure: To a solution of alkyne 2 (0.5 mmol) in ethyl propionate(1 mL) was added diacetoxyiodobenzene (483 mg, 1.5 mmol) and K2CO3 (35 mg,0.25 mmol) at 0 C. The resultant suspension was vigorously stirred and asolution of tert-butyl hydroperoxide (5.0 M in decane, 400 lL, 2.0 mmol) was added dropwise over 30 min. After completion, the mixture was filtered and the filtrate purified by silica gel chromatography (n-hexane/EtOAc) to give the corresponding alkynoic ketone 3.

References:

Zhao, Yi;Ng, Angela Wan Ting;Yeung, Ying-Yeung [Tetrahedron Letters,2014,vol. 55,# 31,p. 4370 - 4372]

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