Potassium Hydroxide → 9-Methylene-9H-fluorene

HRID 2253256

Reaction equation

HRID 2253256 reaction equation
O[CH2:2][CH:3]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2.[OH-].[K+]>CO>[CH2:2]=[C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:10]2[C:15]1=[CH:14][CH:13]=[CH:12][CH:11]=2

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 904669H-Fluorene-9-methanol

Product 1

HCID 781479-Methylene-9H-fluorene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

9-Hydroxymethylfluorene (10 g) and 1 g KOH were dissolved in 90 ml of methanol and reacted at 60° C. for 1 hour, and the methanol was evaporated. From the solid thus obtained, dibenzofulvene was extracted using hexane and water, and washed with water until the hexane phase containing dibenzofulvene was neutral. After separating off the hexane phase, the hexane was evaporated, and the solid obtained was recrystallized from a mixed solvent of hexane-diethyl ether (4/6 v/v) to obtain dibenzofulvene. The melting point of the dibenzofulvene was 50-52° C.

Workup

  1. customreacted at 60° C. for 1 hour
  2. customthe methanol was evaporated
  3. customFrom the solid thus obtained
  4. extractiondibenzofulvene was extracted
  5. washwashed with water until the hexane phase
  6. additioncontaining dibenzofulvene
  7. customAfter separating off the hexane phase
  8. customthe hexane was evaporated
  9. customthe solid obtained
  10. customwas recrystallized from a mixed solvent of hexane-diethyl ether (4/6 v/v)

Sources & evidence

ORD record
ord-ee04c424bba046deb80f0f60b96dd9f3
Source dataset
uspto-grants-2008_01
Patent number
US07323538B2

Linked notes

Loading…