Sodium Hydroxide → 9-Decenoic acid

Reaction equation

C[O:2][C:3](=[O:13])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12].[OH-].[Na+]>>[C:3]([OH:13])(=[O:2])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 1778877Methyl 9-decenoate

Product 1

HCID 617439-Decenoic acid

Procedure

9-decenoic acid methyl ester prepared according to the method set forth in Example 12 is isolated then hydrolyzed under basic conditions (reflux with an excess of dilute aqueous NaOH), followed by removal of methanol. The resulting aqueous solution is then treated with an excess of dilute HCl, and the solution is distilled to provide 9-decenoic acid. Oligomers are then prepared according to the methods set forth in Examples 1 and 2, wherein the oleic acid is replaced with 9-decenoic acid.

Workup

customis isolated
customfollowed by removal of methanol
additionThe resulting aqueous solution is then treated with an excess of dilute HCl
distillationthe solution is distilled

Sources & evidence

ORD record: ord-d0bda624de1145ab8d61b6a97b8c832d
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09403752B2

Reaction notes

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