Bis(eta-cyclopentadienyl) iron → HCID 129792804, compound

HRID 917864Notes

Reaction equation

HRID 917864 reaction equation
[CH-:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:6]1[CH:10]=[CH:9][CH:8]=[CH:7]1.[Fe+2:11].[O:12]1[C:16]2([CH2:20][CH2:19][CH2:18][O:17]2)[CH2:15][CH2:14][CH2:13]1.B(F)(F)F.CCOCC>C(Cl)Cl>[C-:1]1([C:16]2([CH2:20][CH2:19][CH2:18][OH:17])[CH2:15][CH2:14][CH2:13][O:12]2)[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:6]1[CH:10]=[CH:9][CH:8]=[CH:7]1.[Fe+2:11]

Participants

5

Reactant 3

HCID 7611Bis(eta-cyclopentadienyl) iron2×HCID 8000Boron trifluoride etherateHCID 674331,6-Dioxaspiro(4.4)nonane

Product 1

HCID 129792804HCID 129792804, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ferrocene, 7.44 g (0.040 mole), and 1,6-dioxaspiro-[4,4]-nonane (I), 1.28 g (0.010 mole), were dissolved in 100 ml of methylene chloride and 3.6 ml (0.03 mole) of boron trifluoride etherate [BF3 . 0(Et)2 ] was added with stirring. After 2 hours of stirring, the reaction mixture was poured onto a dry alumina column (5 cm by 25 cm). Unreacted ferrocene, 6.3 g, was eluted from the column using ethylene dichloride. The chromatogram was then developed with a 1 to 1 mixture of ether (ethyl) and ethylacetate. The principal band (middle portion of the column) was cut out and extracted with methyl alcohol to give 1.72 g (55% yield) of II, mp 50°-53°C, after recrystallization from a 1 to 1 mixture of pentane and cyclohexane.

Workup

  1. stirringAfter 2 hours of stirring
  2. additionthe reaction mixture was poured onto a dry alumina column (5 cm by 25 cm)
  3. washwas eluted from the column
  4. additionThe chromatogram was then developed with a 1 to 1 mixture of ether (ethyl) and ethylacetate
  5. extractionextracted with methyl alcohol

Sources & evidence

ORD record
ord-a89d13c3b95647b992c1cf8974e860dc
Source dataset
uspto-grants-1976_07
Patent number
US03968126

Reaction notes

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