Nitric Acid → HCID 14835241, compound

HRID 1084907Notes

Reaction equation

HRID 1084907 reaction equation
Cl.[CH3:2][N:3]([CH:15]1[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16]1)[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1.[N+:24]([O-])([OH:26])=[O:25]>O>[CH3:2][N:3]([CH:15]1[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([N+:24]([O-:26])=[O:25])[CH:21]=2)[CH2:16]1)[CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([N+:12]([O-:14])=[O:13])=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 14835243HCID 14835243, compound

Product 1

HCID 14835241HCID 14835241, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-[N-Methyl-N-(4-nitrophenethyl)amino]indane hydrochloride (1.2 g) was added portionwise over 10 minutes to fuming nitric acid (20 ml, density=1.5 g/ml) cooled to -5°. Stirring was continued for a further 2 minutes before the reaction mixture was poured into ice/water. The water-containing mixture was extracted with methylene chloride and the organic extract was washed with aqueous sodium bicarbonate, dried (MgSO4) and evaporated to dryness in vacuo. The residue was rectystallised from ethanol to give the title compound, yield 0.78 g, m.p. 138°-140°.

Workup

  1. temperaturecooled to -5°
  2. extractionwas extracted with methylene chloride
  3. extractionthe organic extract
  4. washwas washed with aqueous sodium bicarbonate
  5. dry with materialdried (MgSO4)
  6. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-1cbfbe8b4d0d4e64bea90437299a930d
Source dataset
uspto-grants-1991_04
Patent number
US05006561

Reaction notes

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