Sodium Hydroxide → 9-Dodecenoic acid

HRID 1477090Notes

Reaction equation

HRID 1477090 reaction equation
C[O:2][C:3](=[O:15])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH:12][CH2:13][CH3:14].[OH-].[Na+]>>[C:3]([OH:15])(=[O:2])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH:12][CH2:13][CH3:14]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 534675Methyl 9-dodecenoate

Product 1

HCID 169409-Dodecenoic acid

Procedure

The 9-dodecenoic acid methyl ester is 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-dodecenoic acid. Estolides are then prepared according to the methods set forth in Examples 1 and 2, wherein the oleic acid is replaced with 9-dodecenoic acid.

Workup

  1. customfollowed by removal of methanol
  2. additionThe resulting aqueous solution is then treated with an excess of dilute HCl
  3. distillationthe solution is distilled

Sources & evidence

ORD record
ord-13ad48230c5f4b1987c8d49b92515ac1
Source dataset
uspto-grants-2016_08
Patent number
US09403752B2

Reaction notes

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