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ChemicalBook CAS DataBase List STEAROYL CHLORIDE
112-76-5

STEAROYL CHLORIDE synthesis

5synthesis methods

Octadecanoyl chloride is a class of important organic chemical raw materials, generated by straight-chain carboxylic acid chlorination, the current production process for the preparation of stearoyl chloride is mainly based on the gas-phase phosgene ga

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Yield:112-76-5 99%

Reaction Conditions:

with thionyl chloride in toluene at 20;Reflux;

Steps:

14.b
b. Preparation of stearoyl chloride (Compound 4) [00238] A 2 L three-necked round-bottomed flask equipped with a mechanical stirrer, reflux condenser, heating mantle and pressure equalizing addition funnel was charged with stearic acid (97.6 g, 0.343 mol) and 750 mL of toluene. The mixture was stirred, heated to refluxing. Thionyl chloride (26.3 mL, 42.8 g, 0.360 mol) was added over a period of 30 minutes. The mixture was refluxed for an additional three hours and at ambient temperature over night. A small amount (12.0 g) of unreacted stearic acid was removed by vacuum filtration and the toluene removed under reduced pressure to afford 90.3 g (99.0% based on recovered starting material) of stearoyl chloride (Compound 4) as a light yellow oil.

References:

AMYRIS, INC.;OHLER, Nicholas;FISHER, Karl;HONG, Jin Ki WO2012/141783, 2012, A1 Location in patent:Page/Page column 76

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