HCID 17917409, compound → HCID 178506774, compound

HRID 1387655Notes

Reaction equation

HRID 1387655 reaction equation
[CH3:1][C:2]1[CH2:3][C:4]2[C:9]([C:10]=1[N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)=[CH:8][CH:7]=[CH:6][CH:5]=2.[Li:16]CCCC>CCCCCC>[CH3:1][C:2]1[C:10]([Li:16])([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[C:9]2[C:4]([CH:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2

Participants

4

Reactant 2

HCID 17917409HCID 17917409, compoundHCID 178418339Butyllithium

Product 1

HCID 178506774HCID 178506774, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

1-(2-Methyl-1H-3-indenyl)pyrrolidine (16.276 g, 81.67 mmol) was stirred in hexane (250 mL) as n-BuLi (98.0 mmol, 49.0 mL of 2.0 M solution in cyclohexane) was added dropwise. This mixture was allowed to stir overnight during which time a precipitate formed. After the reaction period the mixture was filtered. The desired product was isolated as a pale yellow solid following washing with hexane and drying under vacuum and was used without further purification or analysis (14.51 g, 87 percent yield).

Workup

  1. additionwas added dropwise
  2. customformed
  3. customAfter the reaction period the mixture
  4. filtrationwas filtered

Sources & evidence

ORD record
ord-dcd2f3bcb88f4b7095135300a43327e9
Source dataset
uspto-grants-2001_07
Patent number
US06268444B1

Reaction notes

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