Nitric Acid → 4-Ethyl-2-nitro indane-1,3-dione

HRID 1578457Notes

Reaction equation

HRID 1578457 reaction equation
[CH2:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[C:5](=[O:13])[CH2:6][C:7]2=[O:12])[CH3:2].[N+:14]([O-])([OH:16])=[O:15]>CCOCC>[CH2:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[C:5](=[O:13])[CH:6]([N+:14]([O-:16])=[O:15])[C:7]2=[O:12])[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 215030614-Ethyl indane-1,3-dione

Product 1

HCID 215030534-Ethyl-2-nitro indane-1,3-dione

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A suspension of 4-ethyl indane-1,3-dione (0.52 g; 0.003 mole) in dry ether (5 ml) was treated dropwise at 10°C with fuming nitric acid (1.0 ml) and the precipitated product filtered after 40 mins. at room temperature; m.p. (water, hydrochloric acid) 98°-100°C; (Found; C, 59.98; H, 4.18; N, 6.34; C11H9NO4 requires: C, 60.28; H, 4.14; N, 6.39%).

Workup

  1. filtrationthe precipitated product filtered after 40 mins
  2. customat room temperature
  3. customm.p. (water, hydrochloric acid) 98°-100°C

Sources & evidence

ORD record
ord-8f5d7b621510466bbb3da60d1493cc6b
Source dataset
uspto-grants-1976_02
Patent number
US03936504

Reaction notes

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