Eugenol synthesis

8synthesis methods

Product Name:Eugenol
CAS Number:97-53-0
Molecular formula:C10H12O2
Molecular Weight:164.2

Since sufficient eugenol can be isolated from cheap essential oils, synthesis is not industrially important. Eugenol is still preferentially isolated from clove leaf and cinnamon leaf oil (e.g., by extraction with sodium hydroxide solution). Nonphenolic materials are then removed by steam distillation. After the alkaline solution is acidified at low temperature, pure eugenol is obtained by distillation.

4-allyl-2-methoxy-1-(methoxymethoxy)benzene

143654-03-9
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97-53-0
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Yield:97-53-0 96%

Reaction Conditions:

with toluene-4-sulfonic acid in neat (no solvent, solid phase) at 20; for 0.583333 h;Green chemistry;

Steps:

MOM Deprotection by pTSA

General procedure: MOM ether (5 mmol) and pTSA.H2O (7.7 mmol) weretriturated well in a mortar for 5 min (in the case of entry 10trituration time was about 15 min), reaction mixture was leftat room temperature for another 30 min. After completion ofthe reaction (monitored by TLC), cold water (4oC) wasadded. The products were separated by centrifugation. Theyields of the products ranged from 85-98%. The purities andthe identities of the products were established by direct comparisonwith known compounds (TLC, Mp and IR). See supplementaryinformation for further details.

References:

Pandurangan, Nanjan [Letters in Organic Chemistry,2017,vol. 14,# 4,p. 231 - 235]