Hydrochloric Acid → HCID 118290558, compound

HRID 526824Notes

Reaction equation

HRID 526824 reaction equation
[F:1][C:2]1[C:7]2[CH:8]([CH2:11][C:12]([O:14]C)=[O:13])[CH2:9][O:10][C:6]=2[CH:5]=[C:4]([OH:16])[CH:3]=1.[OH-].[Na+].Cl>CO>[F:1][C:2]1[C:7]2[CH:8]([CH2:11][C:12]([OH:14])=[O:13])[CH2:9][O:10][C:6]=2[CH:5]=[C:4]([OH:16])[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 118290561HCID 118290561, compound

Product 1

HCID 118290558HCID 118290558, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 2-(4-fluoro-6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetate (254 mg), a 1 M aqueous sodium hydroxide solution (4.5 mL), and methanol (3 mL) was stirred at room temperature for 3 hours. To the reaction mixture, 1 M hydrochloric acid (4.5 mL) was added, followed by extraction with ethyl acetate. The extract was washed with brine and then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound (224 mg).

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-1aa2b91cbf814522b594d4604f23542d
Source dataset
uspto-grants-2016_05
Patent number
US09346776B2

Reaction notes

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