Potassium Hydroxide → HCID 21503899, compound

HRID 1077305Notes

Reaction equation

HRID 1077305 reaction equation
[C:1]([C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:9][C:8]=2[CH:7]=1)(=O)[CH2:2][CH2:3][CH3:4].[OH-].[K+].O.NN>C(O)CO>[CH2:1]([C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:9][C:8]=2[CH:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 125571201-(9H-Fluoren-2-yl)butan-1-one

Product 1

HCID 21503899HCID 21503899, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

A mixture of 2-butyrylfluorene (11.3 g.), powdered potassium hydroxide (4.16 g.) and 100% hydrazine hydrate (9 ml.) in ethylene glycol (104 ml.) was refluxed for one hour with stirring. The mixture was then slowly distilled until the boiling-point reached 185° and then heated to reflux for 3 hours. The cooled mixture was treated with water (ca. 300 ml.) and the produce was isolated with ether in the usual manner. Recrystallisation from methanol gave 2-butyfluorene, m.p. 65°-66.5° .

Workup

  1. temperaturewas refluxed for one hour
  2. distillationThe mixture was then slowly distilled until the boiling-point
  3. customreached 185°
  4. temperatureheated
  5. temperatureto reflux for 3 hours
  6. additionThe cooled mixture was treated with water (ca. 300 ml.)
  7. customthe produce was isolated with ether in the usual manner
  8. customRecrystallisation from methanol

Sources & evidence

ORD record
ord-2db241d206c14384b0654db26de4ba5c
Source dataset
uspto-grants-1976_05
Patent number
US03959482

Reaction notes

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