ChemicalBook CAS DataBase List CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE

CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE synthesis

6synthesis methods

Product Name:CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE
CAS Number:2746-19-2
Molecular formula:C9H8O3
Molecular Weight:164.16

108-31-6 Synthesis

108-31-6
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CIS-5-NORBORNENE-EXO-2,3-DICARBOXYLIC ANHYDRIDE

2746-19-2
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$6.00/5g

Yield:2746-19-2 82.7%

Reaction Conditions:

in hexane;ethyl acetate at 60; for 1 h;Cooling with ice;Diels-Alder Cycloaddition;

Steps:

1.2 (2) Preparation of cis-5-norbornene-endo-5,6-dicarboxylic acid anhydride
In a 1 L flask, 260 g (2.65 mol) of maleic anhydride and 500 mL of ethyl acetate were stirred, and then 200 mL of hexane was added to dissolve it completely. The flask was charged with 175 g (2.65 mol) of the cyclopentadiene prepared in the above (1) in a state of lowering the temperature with an ice bath. After the whole amount was added, the ice bath was removed, and the reaction was conducted at 60 ° C for 1 hour. After completion of the reaction, the reaction product was allowed to stand at -20 for 8 hours to effect recrystallization. The obtained solid was filtered and dried to obtain 360 g of a white compound represented by the formula (3) (yield: 82.7%). The obtained compounds were identified by NMR (1H and 13C) (JEOL, JNM-LA400) and IR (AVATAR, 360 FT-IR), and the results are shown in FIGS. 2 and 3, respectively.

References:

Kolon Industries INC.;Park Su-yeon;Park Won-jin;Park Gi-hyeon;Park Jun-hyo KR2018/65404, 2018, A Location in patent:Paragraph 0092; 0097; 0098

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129-64-6 Synthesis