Hydrochloric Acid → HCID 59331529, compound

HRID 1881924Notes

Reaction equation

HRID 1881924 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH2:16][CH:17]2[CH2:21][CH2:20][O:19][CH2:18]2)[C:12]([O:14]C)=[O:13])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[OH-].[Na+].Cl>CO>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([CH2:16][CH:17]2[CH2:21][CH2:20][O:19][CH2:18]2)[C:12]([OH:14])=[O:13])=[CH:9][CH:10]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59331233HCID 59331233, compound

Product 1

HCID 59331529HCID 59331529, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 2-[4-(methylsulfonyl)phenyl]-3-(tetrahydrofuran-3-yl)propanoate (3.61 g) in a mixed solvent of methanol (46 mL) was added 2M aqueous sodium hydroxide solution (11.6 mL), and the mixture was stirred at 50° C. for 16 hr. The reaction mixture was acidified with 6M hydrochloric acid, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (3.12 g, 90%) as colorless crystals.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8075f1d41c754054b5631d219acc68c9
Source dataset
uspto-grants-2012_11
Patent number
US08318746B2

Reaction notes

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