ChemicalBook CAS DataBase List (R)-2-PROPYLOCTANOIC ACID

(R)-2-PROPYLOCTANOIC ACID synthesis

9synthesis methods

Product Name:(R)-2-PROPYLOCTANOIC ACID
CAS Number:185517-21-9
Molecular formula:C11H22O2
Molecular Weight:186.29

Octanoic acid, 2-(2-propyn-1-yl)-, (2S)-

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185517-21-9
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Yield: 97%

Reaction Conditions:

with hydrogen;palladium on activated charcoal in ethyl acetate at 20; for 7305 h;

Steps:

9(a) Example 9(a); Preparation of 2R-Propyloctanoic Acid
To a solution of the compound prepared in example 8(a) (114 mg) in ethyl acetate (2 ml) was added palladium carbon (10 mg). The reaction mixture was stirred for 10 minute at room temperature under an atmosphere of hydrogen gas. The reaction mixture was filtrated through Celite (being on sale), and concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→4:1) to give the title compound (113 mg, 97% yield) having the following physical data. TLC: Rf 0.34 (hexane:ethyl acetate=4:1); NMR (CDCl3): δ 2.46-2.27 (1H, m), 1.75-1.12 (14H, m), 0.96-0.75 (6H, IR (neat): ν 2959, 2932, 2860, 1708, 1466, 1419, 1380, 1290, 1255, 1217, 1112, 944 cm-1.

References:

Ono Pharmaceutical Co., Ltd. US6392073, 2002, B1 Location in patent:Page column 14