2-(1-Chloroethyl)-9H-fluorene → HCID 18976096, compound

HRID 2393506Notes

Reaction equation

HRID 2393506 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[N:2]1.Cl[CH:7]([C:9]1[CH:21]=[CH:20][C:19]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][C:11]=2[CH:10]=1)[CH3:8]>O>[CH:10]1[C:11]2[CH2:12][C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:19]=2[CH:20]=[CH:21][C:9]=1[CH:7]([N:1]1[CH:5]=[CH:4][N:3]=[N:2]1)[CH3:8]

Participants

4

Reactant 2

HCID 145724842-(1-Chloroethyl)-9H-fluoreneHCID 178418936HCID 178418936, compound

Product 1

HCID 18976096HCID 18976096, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

1H-1,2,3-Triazole (1.64 g) was added to 2-(1-chloroethyl)-9H-fluorene (1.1 g), followed by heating at 120° C. for 30 minutes. After cooling, water was added and the mixture was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated and then the thus obtained residue was subjected to silica gel column chromatography. Crude crystals obtained from the chloroform eluent were recrystallized from ethyl acetate to obtain 0.62 g of 1-[1-(9H-fluoren-2-yl)ethyl]-1H-1,2,3-triazole.

Workup

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted with chloroform
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated
  5. customCrude crystals obtained from the chloroform eluent
  6. customwere recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-31c4042cdc3444f89813a7f71399cf10
Source dataset
uspto-grants-1998_09
Patent number
US05807880

Reaction notes

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