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37508-41-1

4-(3,4-DIMETHOXYPHENETHYL)-4-AZATRICYCLO[5.2.1.0(2,6)]DEC-8-ENE-3,5-DIONE synthesis

1synthesis methods
85081-16-9 Synthesis
4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydro-, radical ion(1+), (3aα,4β,7β,7aα)- (9CI)

85081-16-9
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4-(3,4-DIMETHOXYPHENETHYL)-4-AZATRICYCLO[5.2.1.0(2,6)]DEC-8-ENE-3,5-DIONE

37508-41-1
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Yield:37508-41-1 80 %

Reaction Conditions:

at 145 - 150;

Steps:

Imides 11, 12, and 13

General procedure: A mixture of 0.27 g (1.5 mmol) of 2-(3,4-dimethoxyphenyl)ethanamine (3) and 1.5 mmol of thoroughly ground anhydride 8, 9, or 10 (0.25, 0.4, or 0.41 g, respectively) was heated at 145-150°C on an oil bath for 0.5 h. After cooling, the solid product was dissolved in ethyl acetate and precipitated with petroleum ether (11, 13) or methanol (12).

References:

Sakhautdinov;Malikova;Sakhautdinova;Abdullin;Nugumanov;Mustafin [Russian Journal of Organic Chemistry,2022,vol. 58,# 12,p. 1984 - 1988][Zh. Org. Khim.,2022,vol. 58,# 12,p. 1387 - 1392]

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