ChemicalBook CAS DataBase List METHYL 15-PHENYLPENTADECANOATE

METHYL 15-PHENYLPENTADECANOATE synthesis

4synthesis methods

Product Name:METHYL 15-PHENYLPENTADECANOATE
CAS Number:88336-99-6
Molecular formula:C22H36O2
Molecular Weight:332.52

109-29-5 Synthesis

109-29-5
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104-15-4
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88336-99-6
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Yield:88336-99-6 95%

Reaction Conditions:

in methanol at 55; for 16 h;Large scale;

Steps:

Synthesis of 16-sulfo-hexadecanoic acid

Synthesis of 16-sulfo-hexadecanoic acid
16-Hexadecanolide (997 g, 3.92 mol) was dissolved in methanol (15.1 L) and toluene-4-sulfonic acid monohydrate (90.0 g, 0.473 mol) was added.
Reaction mixture was heated in 50 L reactor at 55° C. for 16 hours.
After cooling down sodium hydrogen carbonate (56.0 g, 0.67 mol) was added and the reaction mixture was stirred for 15 min.
Solvent was evaporated on Heidolph 20 L rotary evaporator.
Ethyl acetate (12 L) was added and the mixture was extracted with 5% solution of sodium hydrogen carbonate (10 L).
Organic layer was separated; emulsion layer was extracted with ethyl acetate (3*3 L), white insoluble muddy material was separated and ethyl acetate layer was washed again with 5% solution of sodium hydrogen carbonate (5 L).Organic layers were combined and washed with saturated solution of sodium hydrogen carbonate (5 L) and brine (10 L).

References:

US2016/263197,2016,A1 Location in patent:Paragraph 0362

3344-70-5 Synthesis