Hydrochloric Acid → HCID 557334, compound

HRID 573495Notes

Reaction equation

HRID 573495 reaction equation
[OH-].[K+].[C:3]([O:12]CC)(=[O:11])[CH2:4][CH2:5][CH:6]=[CH:7][CH:8]=[CH:9][CH3:10].Cl>CCCCCCC>[C:3]([OH:12])(=[O:11])[CH2:4][CH2:5][CH:6]=[CH:7][CH:8]=[CH:9][CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 54102009HCID 54102009, compound

Product 1

HCID 557334HCID 557334, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Conditions

Temperature
45 °C

Procedure

A20% aqueous solution of potassium hydroxide (477 g, 1.7 mol) and ethyl 4,6-octadienoate (c) (114.4 g, 0.68 mol) were put into a four-neck flask, followed by stirring at 45° C. for 3 hours. The reaction solution was cooled to room temperature, heptane (230 mL) was added thereto, and 35% hydrochloric acid (177 g) was added dropwise thereto. After separation of liquid, the organic layer was washed with water (230 mL), and the solvent was evaporated therefrom under a reduced pressure. Thus, 4,6-octadienoic acid (d) was obtained (90.6 g, yield 95%).

Workup

  1. temperatureThe reaction solution was cooled to room temperature
  2. customAfter separation of liquid
  3. washthe organic layer was washed with water (230 mL)
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-68d95bf153d845e38ec97b39911fc4db
Source dataset
uspto-grants-2015_05
Patent number
US09029593B2

Reaction notes

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