Methanol → HCID 86733722, compound

HRID 918308Notes

Reaction equation

HRID 918308 reaction equation
[CH3:1][C:2](/[CH:8]=[CH:9]\[CH2:10][CH:11]([CH3:18])[CH2:12][CH2:13][CH:14]=[C:15]([CH3:17])[CH3:16])=[CH:3][C:4]([O:6]C)=[O:5].CO.[OH-].[K+]>O>[CH3:1][C:2](/[CH:8]=[CH:9]\[CH2:10][CH:11]([CH3:18])[CH2:12][CH2:13][CH:14]=[C:15]([CH3:17])[CH3:16])=[CH:3][C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 86733723HCID 86733723, compound

Product 1

HCID 86733722HCID 86733722, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 1 g. of trans/cis methyl 3,7,11-trimethyldodeca-2,4,10-trienoate, 60 ml. of methanol, 0.5 g. of potassium hydroxide and 6 ml. of water is heated at reflux for about 8 hours. The mixture is then diluted with water, neutralized and extracted with ether. The organic phase is washed with water, dried over sodium sulfate and evaporated to yield trans/cis 3,7,11-trimethyldodeca-2,4,10-trienoic acid.

Workup

  1. additionA mixture of 1 g
  2. temperatureat reflux for about 8 hours
  3. extractionextracted with ether
  4. washThe organic phase is washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-04c3820e25bb431284a37465ee557a9a
Source dataset
uspto-grants-1976_07
Patent number
US03970704

Reaction notes

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