Hydrochloric Acid → HCID 14986480, compound

HRID 260580Notes

Reaction equation

HRID 260580 reaction equation
[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5]([O:22]COC)=[C:6]([O:20][CH3:21])[CH:7]=[C:8]2/[CH:13]=[CH:14]/[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH3:2].Cl.O>C(O)C>[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5]([OH:22])=[C:6]([O:20][CH3:21])[CH:7]=[C:8]2/[CH:13]=[CH:14]/[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 10427605HCID 10427605, compound

Product 1

HCID 14986480HCID 14986480, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1.3 g of ethyl (E)-3-(5-ethyl-3-methoxy-4-methoxymethoxy-1-naphthyl)propenoate in ethanol (10 ml) was added 1 ml of concentrated hydrochloric acid and stirred at room temperature for 2 hours. Water was added to the reaction mixture and extracted with ethyl acetate. The organic layer was washed with water and brine and dried over anhydrous magnesium sulfate. After evaporation, hexane was added for crystallization to obtain 0.76 g of the titled compound as pale yellow crystals.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter evaporation, hexane
  5. additionwas added for crystallization

Sources & evidence

ORD record
ord-5496d1320f604b5dafc75c195316fa90
Source dataset
uspto-grants-1996_06
Patent number
US05527948

Reaction notes

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