Water → HCID 9994144, compound

HRID 654720Notes

Reaction equation

HRID 654720 reaction equation
[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5]([O:21]COC)=[C:6]([O:19][CH3:20])[CH:7]=[C:8]2/[C:13](/[CH3:18])=[CH:14]/[C:15]([OH:17])=[O:16])[CH3:2].O>CC(C)=O.Cl>[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5]([OH:21])=[C:6]([O:19][CH3:20])[CH:7]=[C:8]2/[C:13](/[CH3:18])=[CH:14]/[C:15]([OH:17])=[O:16])[CH3:2]

Participants

5

Reactant 2

HCID 962WaterHCID 10314564HCID 10314564, compound

Product 1

HCID 9994144HCID 9994144, compoundYield 72.9%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 313Hydrochloric AcidSolvent

Procedure

280 mg of (E)-3-(5-ethyl-3-methoxy-4-methoxymethoxy-1-naphthyl)-2-butenoic acid was dissolved in 8 ml of acetone, to which 1 ml of concentrated hydrochloric acid was added at room temperature. After stirring for 1 hour, 30 ml of water was added, followed by extraction with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, and evaporated to obtain 177 mg of the titled compound as pale yellow crystals.

Workup

  1. additionwas added at room temperature
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-23dd260919c14110afb99067374081e2
Source dataset
uspto-grants-1992_07
Patent number
US05134111

Reaction notes

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