Sodium Hydroxide → HCID 19001653, compound

HRID 1195272Notes

Reaction equation

HRID 1195272 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 an 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 materialan dried over anhydrous magnesium sulfate
  7. filtrationAfter filtration
  8. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-45225e90246c4b5a9140520c8acd36f1
Source dataset
uspto-grants-1992_05
Patent number
US05110956

Reaction notes

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