Hexane → HCID 86591505, compound

HRID 2105706Notes

Reaction equation

[CH3:1][C:2](=[CH:4][CH2:5][CH2:6]/[C:7](=[CH:9]/[CH2:10][OH:11])/[CH3:8])[CH3:3].[CH3:12][CH2:13]/[CH:14]=[CH:15]\[CH2:16]/[CH:17]=[CH:18]\[CH2:19]/[CH:20]=[CH:21]\[CH2:22]/[CH:23]=[CH:24]\[CH2:25]/[CH:26]=[CH:27]\[CH2:28][CH2:29][CH2:30][C:31](O)=[O:32].CCCCCC>C(CC(C)(C)C)(C)C>[C:31]([O:11][CH2:10]/[CH:9]=[C:7](/[CH2:6][CH2:5][CH:4]=[C:2]([CH3:1])[CH3:3])\[CH3:8])(=[O:32])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=[CH:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH3:12]

Participants

Conditions

Temperature: 60 °C

Procedure

There were dissolved, in 1 g of isooctane, 100 mg of geraniol and 900 mg of ethyl ester of eicosapentaenoic acid, followed by the addition of lipase in an amount of 1% relative to the total amount of the resulting solution and then stirring the mixture at 60° C. for 24 hours. After confirming whether the reaction system reached its equilibrium state or not by the GC technique, the reaction solution was diluted by the addition of hexane to the solution in an amount of 10 times the volume thereof, followed by the removal of the lipase from the reaction solution through filtration and then the removal of the hexane through distillation to thus give a crude reaction product. The crude product was purified by silica gel column chromatography to give 122 mg of geranyl eicosapentaenoate.

Workup

customfollowed by the removal of the lipase from the reaction solution through filtration
customthe removal of the hexane
distillationthrough distillation
customto thus give a crude
customreaction product
customThe crude product was purified by silica gel column chromatography

Sources & evidence

ORD record: ord-e8b1c87936094099aedaae1d6746d190
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579374B2

Reaction notes

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