Bis(eta-cyclopentadienyl) iron → HCID 178423590, compound

HRID 1658891Notes

Reaction equation

HRID 1658891 reaction equation
C[CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:3](Cl)=[O:4].[CH-:18]1[CH:22]=[CH:21][CH:20]=[CH:19]1.[CH-:23]1[CH:27]=[CH:26][CH:25]=[CH:24]1.[Fe+2:28].[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[CH3:23][C:18]1[C-:22]([C:3](=[O:4])[CH2:2][CH2:6][CH2:7][CH2:8][CH2:9][C:10](=[O:17])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:21]=[CH:20][CH:19]=1.[CH-:23]1[CH:27]=[CH:26][CH:25]=[CH:24]1.[Fe+2:28]

Participants

5

Reactant 3

HCID 7611Bis(eta-cyclopentadienyl) ironHCID 6451240Aluminum(III) ChlorideHCID 21525840HCID 21525840, compound

Product 1

HCID 178423590HCID 178423590, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Methyl-6-benzoylhexanoylchloride (assumed to be 0.065 mole) and ferrocene (12.0g; 0.065 mole) in dry methylene chloride (500 ml) were stirred at 0.5° and aluminium chloride (17g; 0.13 mole) was added. The mixture was stirred for 30 mins at 0°-5°, then ice was added slowly and the organic fraction separated. The aqueous fraction was extracted with chloroform and the combined organic fractions were washed with water and dried (magnesium sulphate) to yield a brown oil which was recrystallised from petroleum ether to yield orange needles of pure 2-methyl-6-benzoylhexanoylferrocene mp 75° (40%).

Workup

  1. additionice was added slowly
  2. customthe organic fraction separated
  3. extractionThe aqueous fraction was extracted with chloroform
  4. washthe combined organic fractions were washed with water
  5. dry with materialdried (magnesium sulphate)
  6. customto yield a brown oil which
  7. customwas recrystallised from petroleum ether

Sources & evidence

ORD record
ord-d07774afab844d58b2505b34208f2830
Source dataset
uspto-grants-1976_06
Patent number
US03966783

Reaction notes

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