Hydrochloric Acid → HCID 5312382, compound

HRID 1497005Notes

Reaction equation

HRID 1497005 reaction equation
[C:1]([O:14]CC)(=[O:13])/[CH:2]=[CH:3]/[CH:4]=[CH:5]/[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[Na+].Cl>CO>[C:1]([OH:14])(=[O:13])/[CH:2]=[CH:3]/[CH:4]=[CH:5]/[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12387502HCID 12387502, compound

Product 1

HCID 5312382HCID 5312382, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Ethyl (2E,4E)-dodeca-2,4-dienoate (11.84 g) was dissolved in methanol (130 ml) and 2M aqueous sodium hydroxide solution (35 ml) was added. The reaction mixture was heated to 60° C. until full conversion was observed. After cooling down to room temperature the mixture was acidified with diluted aqueous HCl. The reaction mixture was extracted with ethyl acetate and the organic layer was washed with brine, dried over sodium sulfate, and solvents were evaporated. The crude product was used for the next step without further purification.

Workup

  1. temperatureAfter cooling down to room temperature the mixture
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. washthe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate, and solvents
  5. customwere evaporated
  6. customThe crude product was used for the next step without further purification

Sources & evidence

ORD record
ord-bf8a9aca678d4fdf98bbda2e9d67e899
Source dataset
uspto-grants-2015_12
Patent number
US09199948B2

Reaction notes

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