Sodium Hydroxide → HCID 23023482, compound

HRID 2222455Notes

Reaction equation

HRID 2222455 reaction equation
[CH2:1]([O:3][C:4]1[CH:19]=[CH:18][C:7]([CH2:8][C:9]2([C:14]([O:16]C)=[O:15])[CH2:13][CH2:12][CH2:11][O:10]2)=[CH:6][CH:5]=1)[CH3:2].[OH-].[Na+]>C(O)C>[CH2:1]([O:3][C:4]1[CH:19]=[CH:18][C:7]([CH2:8][C:9]2([C:14]([OH:16])=[O:15])[CH2:13][CH2:12][CH2:11][O:10]2)=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59712355HCID 59712355, compound

Product 1

HCID 23023482HCID 23023482, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 10.85 g methyl (4-ethoxybenzyl)-tetrahydro-2-furancarboxylate in 200 ml of ethanol was added 50 ml of 5N sodium hydroxide solution, and the mixture was stirred at room temperature overnight. The solvent was evaporated, and the residue was dissolved in 500 ml of ethyl acetate and 100 ml of 5N hydrochloric acid. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was washed with diisopropyl ether, to give 8.74 g of the title compound.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in 500 ml of ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated
  5. washThe residue was washed with diisopropyl ether

Sources & evidence

ORD record
ord-65934f66ce7f42ee9466d6be5b89a764
Source dataset
uspto-grants-2008_05
Patent number
US07371777B2

Reaction notes

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