Hydrochloric Acid → HCID 23136379, compound

HRID 1678604Notes

Reaction equation

HRID 1678604 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:21][CH2:22][C:23]([O:25]CC)=[O:24])[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH2:17][C:18](=[O:20])[CH3:19])[CH:11]=1.O.[OH-].[Li+].Cl>C(O)C.O>[F:1][C:2]1[CH:3]=[C:4]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH2:17][C:18](=[O:20])[CH3:19])[CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 23136479HCID 23136479, compound

Product 1

HCID 23136379HCID 23136379, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To a solution of ethyl 3-(3-fluoro-4-{[3-(2-oxopropoxy)benzyl]oxy}phenyl)propanoate (0.31 g, 0.82 mmol) in ethanol-water (2 mL-1 mL) was added lithium hydroxide monohydrate (0.052 g, 1.23 mmol), and the mixture was stirred at room temperature for 4 hours. To the reaction mixture was added 2 N hydrochloric acid (0.7 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 (0.047 g, yield 17%) as white powders.

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-00dec9216a7446e1bba4c38f10ce71b1
Source dataset
uspto-grants-2011_08
Patent number
US08008525B2

Reaction notes

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