Hydrochloric Acid → HCID 9994144, compound

HRID 488143Notes

Reaction equation

HRID 488143 reaction equation
[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5]([O:23]COC)=[C:6]([O:21][CH3:22])[CH:7]=[C:8]2/[C:13](/[CH3:20])=[CH:14]/[C:15]([O:17]CC)=[O:16])[CH3:2].[OH-].[K+].O.Cl>C(O)C.O1CCCC1>[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5]([OH:23])=[C:6]([O:21][CH3:22])[CH:7]=[C:8]2/[C:13](/[CH3:20])=[CH:14]/[C:15]([OH:17])=[O:16])[CH3:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 10066966HCID 10066966, compound

Product 1

HCID 9994144HCID 9994144, compoundYield 74.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

470 mg of ethyl (E)-3-(5-ethyl-3-methoxy-4-methoxymethoxy-1-naphthyl)-2-butenoate was dissolved in 5 ml of ethanol and 5 ml of tetrahydrofuran, to which 350 mg of potassium hydroxide and 2 ml of water were added, followed by refluxing for 1 hour. The reaction mixture was neutralized with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and evaporated to obtain 280 mg of the titled compound as pale yellow crystals.

Workup

  1. temperatureby refluxing for 1 hour
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-7d6761ac104345cf8cbf7d2ed64b5f3d
Source dataset
uspto-grants-1994_03
Patent number
US05298649

Reaction notes

Loading…