Potassium Hydroxide → HCID 12982931, compound

HRID 2373087Notes

Reaction equation

HRID 2373087 reaction equation
[CH3:1][Si:2]([CH3:29])([CH3:28])[C:3]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][C:9]([Si:16]([CH3:19])([CH3:18])[CH3:17])=[CH:10][CH:11]=3)[C:6]([Si](C)(C)C)([Si](C)(C)C)[C:5]=2[CH:4]=1.[OH-].[K+]>C(O)C>[CH3:17][Si:16]([CH3:19])([CH3:18])[C:9]1[CH:10]=[CH:11][C:12]2[C:13]3[C:5](=[CH:4][C:3]([Si:2]([CH3:29])([CH3:28])[CH3:1])=[CH:15][CH:14]=3)[CH2:6][C:7]=2[CH:8]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 10695058HCID 10695058, compound

Product 1

HCID 12982931HCID 12982931, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 0.5 g of 2,7,9,9-tetrakis(trimethylsilyl)-fluorene in 15 mL of 95% ethanol was added 1.5 mL of 10% KOH. The mixture was refluxed for 2 hours and cooled in an ice bath for one hour. The precipitated crystals were removed by filtration, rinsed with water (2×5 mL), dried in air, and recrystallized from methanol to give 0.32 g (93.8%) of pure 2,7-bis(trimethylsilyl)fluorene as colorless crystals, m.p. 117°-118° C.; 1H NMR (CDCl3): δ 0.31 (s, 18H, SiMe3), 3.90 (s, 2H, CH2), 7.20-7.90 (m, 6H, aryl).

Workup

  1. temperatureThe mixture was refluxed for 2 hours
  2. temperaturecooled in an ice bath for one hour
  3. customThe precipitated crystals were removed by filtration
  4. washrinsed with water (2×5 mL)
  5. customdried in air
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-655c4090c47b4cec8a70861f33ebe579
Source dataset
uspto-grants-1992_03
Patent number
US05101059

Reaction notes

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