Butyl iodide → 1'-Butylspiro[indene-1,4'-piperidine]

HRID 1110045Notes

Reaction equation

HRID 1110045 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=[CH:7]2)[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].I[CH2:22][CH2:23][CH2:24][CH3:25]>CN(C=O)C>[CH2:22]([N:1]1[CH2:6][CH2:5][C:4]2([C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]=[CH:7]2)[CH2:3][CH2:2]1)[CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 10962Butyl iodideHCID 11430Potassium CarbonateHCID 10330052Spiro[indene-1,4'-piperidine]

Product 1

HCID 190189421'-Butylspiro[indene-1,4'-piperidine]Yield 31.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the same way as that described in Example 1, step 5, the title compound was prepared, using spiro[1H-indene-1,4'-piperidine] (333 mg, 1.8 mmol), DMF (15 ml), potassium carbonate (0.26 g, 1.9 mmol) and iodobutane (267 μl, 2.4 mmol). The crude residue was chromatographed in dichloromethane:methanol 95:5, to give 1'-butylspiro [1H-indene-1,4'-piperidine] (136 mg, 31%) as a clear oil.

Workup

  1. customthe title compound was prepared
  2. customThe crude residue was chromatographed in dichloromethane:methanol 95:5

Sources & evidence

ORD record
ord-14a3c24494de4d729047d83780cfed92
Source dataset
uspto-grants-1994_06
Patent number
US05324733

Reaction notes

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