Cyclohexanepropionic acid synthesis
- Product Name:Cyclohexanepropionic acid
- CAS Number:701-97-3
- Molecular formula:C9H16O2
- Molecular Weight:156.22
2705-87-5
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701-97-3
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Yield:701-97-3 94%
Reaction Conditions:
with [2-(dicyclohexylphosphino)ethyl]trimethylammonium chloride;phenylsilane in tetrahydrofuran;water at 20; for 2 h;Inert atmosphere;
Steps:
Microencapsulated Palladium Catalyzed Cleavage ofAllyl Esters; General Procedure:
General procedure: A suspension of PdEnCat 30 (Aldrich; 0.4 mmol/g loading, 0.05 equiv) inTHF-H2O (9:1, 5 mL) was bubbled with argon for 10 min.After this time, DCHT (0.15 equiv) and the correspondingallyl ester 1 (1.0 equiv, 70 mg) were added under positivepressure. Finally, PhSiH3 was injected (2.0 equiv), and themixture was allowed to react for 2 h at r.t. under an argonatmosphere. After this time, the reaction was filtered throughCelite and the filtrate was evaporated under reducedpressure. The remaining solid was dissolved with EtOAc (20mL) and washed with H2O (3 × 10 mL) and brine (3 × 10mL). The organic layer was dried (MgSO4) and evaporatedunder vacuum. Purification by solid-phase extraction (C18reverse-phase chromatography, H2O/MeOH) gave purecarboxylic acids 2 (yields shown in Table 1). Purity wasdetermined by HPLC, 1H NMR and 13C NMR analyses. Allthe carboxylic acids are commercially available. Therecorded 1H and 13C NMR spectra of the synthesizedcompounds were consistent with those registered forcommercial samples.
References:
Pérez-López, Ana M.;González-Calderón, Dávir;Occorso, Antonio;Galindo-ángel, Javier;Domínguez-Seglar, José F.;Tamayo, Juan A.;Díaz-Gavilán, Mónica;Gómez-Vidal, José A. [Synlett,2014,vol. 25,# 16,art. no. ST-20114-B0275-L,p. 2319 - 2322] Location in patent:supporting information
104-55-2
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$6.00/25g
701-97-3
266 suppliers
$6.00/5g
64-18-6
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695-12-5
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$53.00/5mL
701-97-3
266 suppliers
$6.00/5g
