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ChemicalBook CAS DataBase List 3-(TETRAHYDRO-FURAN-2-YL)-PROPIONIC ACID

3-(TETRAHYDRO-FURAN-2-YL)-PROPIONIC ACID synthesis

8synthesis methods
-

Yield:935-12-6 93%

Reaction Conditions:

with hydrogen;palladium on activated charcoal in methanol at 60; under 3102.97 Torr; for 12 h;

Steps:

67.67A

Example 67A; 3 -(tetrahydrofuran-2-yl)propanoic acid; (E)-3-(Furan-2-yl)acrylic acid (10 g, 72.4 mmol) was treated with Pd/C (Ig) in MeOH (100 mL). The mixture was heated at 60 0C at 60 psi under H2 for 12 hrs. After filtering off the catalyst, the filtrate was concentrated to afford 9.8 g (93 %) of the title compound. 1H NMR (500 MHz, CDCl3) δ ppm 1.42 - 1.56 (m, 1 H) 1.77 - 1.96 (m, 4 H) 1.93 - 2.07 (m, 1 H) 2.41 - 2.56 (m, 2 H) 3.71 - 3.79 (m, 1 H) 3.82 - 3.94 (m, 2 H); MS (DCI/NH4+) m/z 145 (M + H)+.

References:

WO2008/130953,2008,A2 Location in patent:Page/Page column 79

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