ChemicalBook CAS DataBase List 1,3-Cyclohexanedicarboxylic acid

1,3-Cyclohexanedicarboxylic acid synthesis

4synthesis methods

Product Name:1,3-Cyclohexanedicarboxylic acid
CAS Number:3971-31-1
Molecular formula:C8H12O4
Molecular Weight:172.18

121-91-5
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3971-31-1
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Yield:3971-31-1 96.3%

Reaction Conditions:

with hydrogen;acetic acid in methanol

Steps:

1,3-cyclohexanedicarboxylic acid
1,3-cyclohexanedicarboxylic acid To a suspension of isophthalic acid (500 g, 3 mol) in methanol (2.81) was added 5% Rhodium-on-alumina catalyst (50 g) and acetic acid (150 ml). The reaction mixture was shaken under hydrogen (50 psi) at room temperature overnight. The mixture was filtered through celite. To this solution was added fresh 5% Rhodium-on-alumina catalyst (25 g), and the mixture was shaken under 50 psi of hydrogen for another 24 hours. The final reaction mixture was filtered through celite. The solution was concentrated under vacuum to give 493 g of the title compound as a white powder (96.3 % yield). m.p. 163-165° C.

References:

Bonjouklian, Rosanne;Cohen, Jeffrey Daniel;Gruber, Joseph Michael;Johnson, Douglas Webb;Jungheim, Louis Nickolaus;Kroin, Julian Stanley;Lander, Peter Ambrose;Lin, Ho-Shen;Lohman, Mark Christopher;Muehl, Brian Stephen;Norman, Bryan Hurst;Patel, Vinod Francis;Richett, Michael Enrico;Thrasher, Kenneth Jeff;Vepachedu, Sreenivasarao;White, Wesley Todd;Xie, Yongping;York, Jeremy Schulenburg;Parkhurst, Brandon Lee US2003/100576, 2003, A1

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121-91-5
584 suppliers
$6.00/10g

3971-31-1
150 suppliers
$6.00/1g