Potassium Nitrate → HCID 67024029, compound

HRID 450738Notes

Reaction equation

HRID 450738 reaction equation
[CH2:1]([N:4]1[CH2:16][CH2:15][C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]([C:17](=[O:19])[CH3:18])[C:6]=2[CH2:5]1)[CH2:2][CH3:3].[N+:20]([O-])([O-:22])=[O:21].[K+]>OS(O)(=O)=O>[N+:20]([C:10]1[CH:9]=[C:8]2[C:13]([C:14]3[CH2:15][CH2:16][N:4]([CH2:1][CH2:2][CH3:3])[CH2:5][C:6]=3[N:7]2[C:17](=[O:19])[CH3:18])=[CH:12][CH:11]=1)([O-:22])=[O:21]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 67023909HCID 67023909, compound

Product 1

HCID 67024029HCID 67024029, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To 1-(2-propyl-1,2,3,4-tetrahydro-beta-carbolin-9-yl)-ethanone (1.05 g, 4.1 mmol) in conc. H2SO4 was added KNO3 (435 mg, 4.3 mmol) in small portions at 0° C. The reaction mixture was allowed to warm up to room temperature and stirred for an additional 30 minutes. The reaction mixture was poured onto 250 ml of ice and extracted once with ethyl acetate. The aqueous phase was made alkaline and extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered, and evaporated to dryness to yield 1.2 g of crude product (70% purity).

Workup

  1. extractionextracted once with ethyl acetate
  2. extractionextracted twice with ethyl acetate
  3. dry with materialThe combined organic phases were dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-8e88bde265c9498298c2fe59eaf4fc9e
Source dataset
uspto-grants-2013_07
Patent number
US08486984B2

Reaction notes

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