Methanol → HCID 86733729, compound

HRID 918315Notes

Reaction equation

HRID 918315 reaction equation
[CH2:1]([O:3][C:4]([CH3:21])([CH3:20])[CH2:5][CH2:6][CH2:7][CH:8]([CH3:19])[CH2:9]/[CH:10]=[CH:11]/[C:12]([CH3:18])=[CH:13][C:14]([O:16]C)=[O:15])[CH3:2].CO.[OH-].[K+]>O>[CH2:1]([O:3][C:4]([CH3:20])([CH3:21])[CH2:5][CH2:6][CH2:7][CH:8]([CH3:19])[CH2:9]/[CH:10]=[CH:11]/[C:12]([CH3:18])=[CH:13][C:14]([OH:16])=[O:15])[CH3:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 86733730HCID 86733730, compound

Product 1

HCID 86733729HCID 86733729, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 1 g. of trans methyl 11-ethoxy-3,7,11-trimethyldodeca-2,4-dienoate, 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 11-ethoxy-3,7,11-trimethyldodeca-2,4-dienoic 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-d5cf0767b5ab4e4bad2046e33a996c91
Source dataset
uspto-grants-1976_07
Patent number
US03970704

Reaction notes

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