HCID 13280603, compound → HCID 13280604, compound

HRID 1108053Notes

Reaction equation

HRID 1108053 reaction equation
[CH3:1][N:2]([CH3:11])/[CH:3]=[CH:4]/[CH:5]=[C:6]1[CH:10]=[CH:9][CH:8]=[CH:7]1>N1CCCCC1>[CH3:11][N:2]([CH3:1])[C:3]1[CH2:4][CH2:5][C:6]2[C:10]=1[CH:9]=[CH:8][CH:7]=2

Participants

3

Reactant 1

HCID 13280603HCID 13280603, compound

Product 1

HCID 13280604HCID 13280604, compound

Reagents, catalysts & solvents 1

HCID 8082PiperidineSolvent

Procedure

A solution of 20.0 g (136 mmol) of (E)-6-[2-(dimethylamino)ethenyl]-fulvene in 100 ml of piperidine is boiled under reflux for 2 hours. The solvent is removed under reduced pressure and the residue is recrystallized from diethyl ether. This gives 12.5 g (63%) of 4-(dimethylamino)-5,6-dihydropentalene in the form of a yellow powder.

Workup

  1. temperatureunder reflux for 2 hours
  2. customThe solvent is removed under reduced pressure
  3. customthe residue is recrystallized from diethyl ether

Sources & evidence

ORD record
ord-95e29b88bf214233b312b8907aec5fa1
Source dataset
uspto-grants-2000_05
Patent number
US06063949

Reaction notes

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