Hydrochloric Acid → HCID 86646159, compound

HRID 551701Notes

Reaction equation

HRID 551701 reaction equation
[OH-].[Na+].[CH2:3]([C:5]([CH2:11][CH2:12][CH:13]=[CH2:14])=[CH:6][C:7]([O:9]C)=[O:8])[CH3:4].Cl>C(O)C>[CH2:3]([C:5]([CH2:11][CH2:12][CH:13]=[CH2:14])=[CH:6][C:7]([OH:9])=[O:8])[CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86646158HCID 86646158, compound

Product 1

HCID 86646159HCID 86646159, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 5 N aqueous sodium hydroxide solution (14.5 mL) was added to an ethyl alcohol (40 mL) solution of methyl 3-ethylhepta-2,6-dienoate (3.04 g, 18.1 mmol), and the mixture was stirred at room temperature for 17 hours. The mixture was neutralized with a 5 N aqueous hydrochloric acid solution (15 mL), followed by extraction with dichloromethane. The organic layer was dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the compound of interest as a pale yellow oil substance (2.01 g, 71%).

Workup

  1. extractionfollowed by extraction with dichloromethane
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. distillationThe solvent was distilled off under reduced pressure
  4. customto obtain the compound of interest as a pale yellow oil substance (2.01 g, 71%)

Sources & evidence

ORD record
ord-d918c5c231ed4297bc1dcf9fed8c9aeb
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

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