ChemicalBook CAS DataBase List 3-HYDROXYDODECANOIC ACID

3-HYDROXYDODECANOIC ACID synthesis

10synthesis methods

Product Name:3-HYDROXYDODECANOIC ACID
CAS Number:1883-13-2
Molecular formula:C12H24O3
Molecular Weight:216.32

72864-23-4 Synthesis

72864-23-4
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$25.00/1mg

1883-13-2
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$68.00/10mg

Yield:1883-13-2 86%

Reaction Conditions:

with methanol;potassium hydroxide in hexane at 50 - 60; for 0.5 h;

Steps:

Saponification of Esters; General Procedure
General procedure: To a 50 mL round-bottomed flask fitted with a stir bar was addedhexane (5 mL) and the respective 3-hydroxymethyl ester (1 mmol).This mixture was heated to 50 °C at which point sat. KOH in MeOH (0.5 mL) was added. This led to the instant formation of a precipitate. The mixture was then stirred vigorously at 60 °C for 30 min, then removedfrom heat, and the solvents were evaporated under reducedpressure to provide the product as a potassium salt. This residue wasdissolved in distilled H2O (10 mL) and extracted with CHCl3 (3 × 10mL). The aqueous layer was collected and acidified with concd HCl topH <1. Et2O (20 mL) was added to the aqueous acidic solution and thissolution was stirred vigorously for 1 h. The organic and aqueous layerswere separated the aqueous layer was extracted with Et2O (2 × 20mL). The combined organic layers were dried (Na2SO4), filtered, and evaporated under reduced pressure to give the corresponding product,which was used without further purification (Table 2).

References:

Sailer, Miloslav;Dubicki, Krystyn I.;Sorensen, John L. [Synthesis,2015,vol. 47,# 1,art. no. SS-2014-M0434-OP,p. 79 - 82]

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