Sodium Hydroxide → 9-Decenoic acid

HRID 2041017Notes

Reaction equation

HRID 2041017 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

3

Reactant 2

HCID 14798Sodium HydroxideHCID 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

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

Sources & evidence

ORD record
ord-540965f70281444f8033edf8fd8d00c2
Source dataset
uspto-grants-2013_11
Patent number
US08580985B2

Reaction notes

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