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37167-59-2

DIMETHYL DIBROMOMALONATE synthesis

3synthesis methods
-

Yield:-

Reaction Conditions:

with N-Bromosuccinimide;ethyl 2-methyl-1H-indole-3-carboxylate in n-heptane at 25; for 18 h;Darkness;Overall yield = 90 percentSpectr.;

Steps:

Representative procedure for the bromination of 1,3-dicarbonylcompound 9 using catalytic amount of indole

General procedure: To a suspension of indole 1d (3.0 mg, 0.015 mmol, 0.05 equiv)and methyl acetoacetate (9a) (32.4 l, 0.3 mmol, 1 equiv) inheptane (1.5 mL, 0.2 M) was added N-bromosuccinimide(56.1 mg, 0.315 mmol, 1.05 equiv) in the absence of light at 25 C. The resultant mixture was stirred at the same temperature for18 h. The reaction mixture was then filtered through a cotton plug.The filtrate was concentrated under reduced pressure and the yieldwas measured using NMR with internal standard.

References:

Wong, Jonathan;Ke, Zhihai;Yeung, Ying-Yeung [Tetrahedron Letters,2020,vol. 61,# 16,art. no. 151772]

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