Ethyl Acetate → 7-Methoxyisoquinoline

HRID 2416572Notes

Reaction equation

HRID 2416572 reaction equation
CO[CH:3](OC)[CH2:4][N:5]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1)S(C1C=CC(C)=CC=1)(=O)=O.C(OCC)(=O)C>O1CCOCC1.Cl>[CH3:24][O:23][C:19]1[CH:18]=[C:17]2[C:22]([CH:3]=[CH:4][N:5]=[CH:16]2)=[CH:21][CH:20]=1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 13760261HCID 13760261, compound

Product 1

HCID 5943757-Methoxyisoquinoline

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

17.8 g (45 mmol) of N-(2,2-dimethoxyethyl)-N-(3-methoxybenzyl)-4-methylbenzenesulfonamide was dissolved in 250 ml of dioxane and 70 ml of 6 N hydrochloric acid. After heating under reflux for 5 hours, the product was treated with ethyl acetate as the extracting solvent in an ordinary manner to obtain the crude product, which was purified according to the silica gel column chromatography to obtain the title compound.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 5 hours
  3. customto obtain the crude product, which
  4. customwas purified

Sources & evidence

ORD record
ord-49d0a427232a4c17a75ab1fd58600e0d
Source dataset
uspto-grants-2004_11
Patent number
US06825181B1

Reaction notes

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