Hydrochloric Acid → HCID 59331329, compound

HRID 1881934Notes

Reaction equation

HRID 1881934 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][CH2:19][O: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][CH2:19][O: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 59331277HCID 59331277, compound

Product 1

HCID 59331329HCID 59331329, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 2-[4-(methylsulfonyl)phenyl]-3-(tetrahydrofuran-2-yl)propanoate (1.94 g) in methanol (25 mL) was added 2M aqueous sodium hydroxide solution (6.21 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 (1.69 g, 91%) 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-8d354341ac6f4a65852877b49c5493c0
Source dataset
uspto-grants-2012_11
Patent number
US08318746B2

Reaction notes

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