Hydrochloric Acid → HCID 19705952, compound

HRID 1678568Notes

Reaction equation

HRID 1678568 reaction equation
[C:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C:18]([O:20]C)=[O:19])=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].Cl>CO>[C:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:14][CH:15]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23083128HCID 23083128, compound

Product 1

HCID 19705952HCID 19705952, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 4-(2-phenylethoxy)benzenepropanoate (0.65 g, 2.3 mmol) in methanol (3 mL) was added a 2 N aqueous sodium hydroxide solution (3 mL), and the mixture was stirred at 50° C. for 1 hour. To the reaction solution was added 2 N hydrochloric acid (2.5 mL), and extracted with ethyl acetate. The extract was washed with water, and then concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to give the title compound (0.50 g, yield 81%).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-ed33f622c64e4693ad9c682c6f4265a2
Source dataset
uspto-grants-2011_08
Patent number
US08008525B2

Reaction notes

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