p-Toluenesulfonic acid → 7-nitro-1H-indene

HRID 325779

Reaction equation

HRID 325779 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][CH2:7][CH:8]2O)([O-:3])=[O:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][CH:7]=[CH:8]2)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 131024564-Nitro-2,3-dihydro-1H-inden-1-OL2×

Product 1

HCID 132395877-nitro-1H-indeneYield 44.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In the manner of Example 1, step I, 14.0 g (0.078 mole) of 4-nitro-1-indanol (compound D, schema 1, prepared as in Example 1, step D) was heated in the presence of 0.1 g of p-toluenesulfonic acid and 200 mL of toluene to give 5.6 g of 7-nitro-1H-indene.

Sources & evidence

ORD record
ord-494b4b559a8d46f0be9dcc55bb3924fa
Source dataset
uspto-grants-1984_04
Patent number
US04442296

Linked notes

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