Sodium Hydroxide → HCID 19001653, compound

HRID 486911Notes

Reaction equation

HRID 486911 reaction equation
[O:1]1[C:19]2[C:4](=[CH:5][C:6]3[CH:11]([CH2:12][C:13]([O:15]CC)=[O:14])[O:10][CH2:9][CH2:8][C:7]=3[CH:18]=2)[O:3][CH2:2]1.[OH-].[Na+]>C(O)C.O>[O:1]1[C:19]2[C:4](=[CH:5][C:6]3[CH:11]([CH2:12][C:13]([OH:15])=[O:14])[O:10][CH2:9][CH2:8][C:7]=3[CH:18]=2)[O:3][CH2:2]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 56979888HCID 56979888, compound

Product 1

HCID 19001653HCID 19001653, compoundYield 96.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

0.78 g of ethyl (7,8-dihydro-5H-1,3-dioxolo[4,5-g]-[2]benzopyran-5-yl)acetate was dissolved in 20 ml of ethanol. A solution of 0.35 g of sodium hydroxide in 4 ml of water was added thereto and the mixture was stirred under heating at 60° C. The solvent was distilled off and water was added to the residue. The mixture was washed with ethyl acetate and acidified with 1N hydrochloric acid. After extraction with chloroform, the extract was washed with a saturated aqueous common salt solution and dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off and the residue was subjected to silica gel column chromatography (chloroform) to obtain 0.67 g of the intended compound in the form of colorless crystals.

Workup

  1. distillationThe solvent was distilled off
  2. additionwater was added to the residue
  3. washThe mixture was washed with ethyl acetate
  4. extractionAfter extraction with chloroform
  5. washthe extract was washed with a saturated aqueous common salt solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationAfter filtration
  8. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-b7d73d6d5366448985abf37e049d421e
Source dataset
uspto-grants-1994_03
Patent number
US05292901

Reaction notes

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