HCID 14707865, compound → HCID 178506841, compound

HRID 1387653Notes

Reaction equation

HRID 1387653 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:2]1.[Li:16]CCCC>CCCCCC>[N:10]1([C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH:1]([Li:16])[CH:2]=2)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 14707865HCID 14707865, compoundHCID 178418339Butyllithium2×

Product 1

HCID 178506841HCID 178506841, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

1-(1H-inden-3-yl)piperidine (3.00 g, 15.1 mmol) was dissolved in 75 mL of hexane and 7.1 mL of 2.5 M n-BuLi (1.09 eq) was added dropwise via syringe over a 5 minute period. The solution developed a yellow precipitate upon the addition of the first 0.5 mL of n-BuLi. The resulting slurry was allowed to stir 24 hours. After this time the solid was filtered, washed with 50 mL of hexane and allowed to dry in vacuo overnight to afford the desired anion as a yellow solid (2.96 g, 14.3 mmol) in 95 percent yield.

Workup

  1. filtrationAfter this time the solid was filtered
  2. washwashed with 50 mL of hexane
  3. customto dry in vacuo overnight

Sources & evidence

ORD record
ord-9ae3e7cc0beb4b48bb30b7d44669c49d
Source dataset
uspto-grants-2001_07
Patent number
US06268444B1

Reaction notes

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