ChemicalBook CAS DataBase List CIS-9,10-METHYLENEOCTADECANOIC ACID

CIS-9,10-METHYLENEOCTADECANOIC ACID synthesis

9synthesis methods

Product Name:CIS-9,10-METHYLENEOCTADECANOIC ACID
CAS Number:4675-61-0
Molecular formula:C19H36O2
Molecular Weight:296.49

75-11-6
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112-79-8
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4675-61-0
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Yield: 522 mg

Reaction Conditions:

Stage #1:diiodomethane with diethylzinc;2,4,6-Trichlorophenol in dichloromethane;toluene at -50; for 0.5 h;
Stage #2:Elaidic Acid in dichloromethane;toluene

Steps:

30.30-1 Example 30 (30-1) {8-[(cis) -2-octylcyclopropyl] octanoic acid (Example compound 30-1)
2,4,6-trichlorophenol (1.40 g)In a solution of dichloromethane (17.7 mL), Add diethylzinc (1.00 mol / L toluene solution, 7.08 mL) at -50 ° C.After stirring at the same temperature for 15 minutes,Add diiodomethane (0.57 mL), stir at the same temperature for another 15 minutes, and thenAdd oleic acid (500 mg) and addStirred all day and night while gradually raising the temperature to room temperature... 1N Hydrochloric acid was added to the reaction mixture, and the mixture was extracted with chloroform. After drying the organic layer with anhydrous sodium sulfate,The desiccant was filtered off, and the filtrate was concentrated under reduced pressure.The obtained residue was purified by silica gel column chromatography (chloroform: methanol = 100: 0 to 94: 6).The title compound (522 mg) was obtained as a yellow oil.

References:

JP2021/80183, 2021, A Location in patent:Paragraph 0496-0498

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112-80-1 Synthesis