HCID 13393250, compound → HCID 20186084, compound

HRID 2309233Notes

Reaction equation

HRID 2309233 reaction equation
C([O:3][CH:4](OCC)[CH2:5][CH:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH3:15])[C:7]1=[O:16])C>Cl>[CH:4]([CH2:5][CH:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH3:15])[C:7]1=[O:16])=[O:3]

Participants

3

Reactant 1

HCID 13393250HCID 13393250, compound

Product 1

HCID 20186084HCID 20186084, compoundYield 108.7%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To 114 g of 3-(2,2-diethoxyethyl)-1-methyloxindole was added 110 ml of 5% hydrochloric acid aqueous solution, and the mixture was stirred at a room temperature for 3 hours. The reaction mixture was filtered and the filtrate was neutralized with sodium carbonate, then extracted with chloroform. The chloroform layer was washed with a saturated sodium chloride aqueous solution, then dried with anhydrous sodium sulfate. The solvent was removed by evaporation to obtain 89 g of 3-formylmethyl-1-methyloxindole.

Workup

  1. filtrationThe reaction mixture was filtered
  2. extractionextracted with chloroform
  3. washThe chloroform layer was washed with a saturated sodium chloride aqueous solution
  4. dry with materialdried with anhydrous sodium sulfate
  5. customThe solvent was removed by evaporation

Sources & evidence

ORD record
ord-bde7f1cdfe6c48ae8c779b38c2438d36
Source dataset
uspto-grants-1987_09
Patent number
US04694017

Reaction notes

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