Nitric Acid → HCID 18696537, compound

HRID 1290091Notes

Reaction equation

HRID 1290091 reaction equation
[O:1]=[C:2]1[CH2:10][CH2:9][CH2:8][C:7]2[NH:6][CH:5]=[C:4]([C:11]([OH:13])=[O:12])[C:3]1=2.[N+:14]([O-])([OH:16])=[O:15]>>[N+:14]([C:5]1[NH:6][C:7]2[CH2:8][CH2:9][CH2:10][C:2](=[O:1])[C:3]=2[C:4]=1[C:11]([OH:13])=[O:12])([O-:16])=[O:15]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 153376324-Oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid

Product 1

HCID 18696537HCID 18696537, compound

Procedure

4-Oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid (179 mg, 1 mmol) was added in portions over 30 minutes to fuming nitric acid (2 mL) at 0° C. The mixture was stirred an additonal 1.25 hours, then allowed to stir at ambient temperature for 1.25 hours. The mixture was poured into ice water and extracted 2X with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo to give the title compound(0.19 g).

Workup

  1. stirringto stir at ambient temperature for 1.25 hours
  2. extractionextracted 2X with ethyl acetate
  3. dry with materialThe combined organic layers were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-195182dc9c354704b3584863a49d6788
Source dataset
uspto-grants-1998_05
Patent number
US05750702

Reaction notes

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