Hydrochloric Acid → HCID 18367938, compound

HRID 379860Notes

Reaction equation

HRID 379860 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([N+:16]([O-:18])=[O:17])=[C:8]([C:12]([O:14]C)=[O:13])[NH:9]2)=[CH:5][CH:4]=1.C([O-])([O-])=O.[K+].[K+].Cl.C(OCC)(=O)C>C(O)C.O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([N+:16]([O-:18])=[O:17])=[C:8]([C:12]([OH:14])=[O:13])[NH:9]2)=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 15286326HCID 15286326, compound

Product 1

HCID 18367938HCID 18367938, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of methyl 6-methoxy-3-nitroindole-2-carboxylate (step 1) in ethanol (10 ml) and water(5 ml) was added K2CO3 and the mixture was stirred for 4 hr at 40° C. The mixture was acidified with 2N HCl and extracted with ethyl acetate (20 ml×2). The organic layer was washed with brine (10 ml) and dried (MgSO4). Removal of solvent gave product as an oil. tlc: Rf=0.1 (50% ethyl acetate in hexanes)

Workup

  1. extractionextracted with ethyl acetate (20 ml×2)
  2. washThe organic layer was washed with brine (10 ml)
  3. dry with materialdried (MgSO4)
  4. customRemoval of solvent
  5. customgave product as an oil

Sources & evidence

ORD record
ord-1bfd328b1872423fab7ab1bca9759296
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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