HCID 178521143, compound → HCID 178425278, compound

HRID 1658895Notes

Reaction equation

HRID 1658895 reaction equation
[C-:1]1([C:6]([CH2:8][CH2:9][CH2:10][C:11](Cl)=[O:12])=[O:7])[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:14]1[CH:18]=[CH:17][CH:16]=[CH:15]1.[Fe+2:19]>C1(C)C=C(C)C=C(C)C=1.[Cl-].[Al+3].[Cl-].[Cl-]>[C:16]1([CH3:15])[CH:17]=[C:18]([CH3:14])[CH:5]=[C:1]([CH3:6])[C:2]=1[C:11]([CH2:10][CH2:9][CH2:8][C:6]([C-:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1)=[O:7])=[O:12].[CH-:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[Fe+2:19]

Participants

4

Reactant 1

HCID 178521143HCID 178521143, compound

Product 1

HCID 178425278HCID 178425278, compoundYield 12.2%

Reagents, catalysts & solvents 2

HCID 7947MesityleneSolvent2×HCID 6451240Aluminum(III) ChlorideSolvent

Procedure

Ferrocenoylbutyrylchloride (obtained from above and assumed to be 40 m mole) was dissolved in mesitylene (150 ml) and aluminium chloride (5.34g; 40 m mole added). The mixture was stirred at 80° for 40 minutes. The tan-like material which was insoluble in mesitylene was separated, taken up in benzene, and washed with water, 2N HCl, saturated sodium bicarbonate and water, and dried (sodium sulphate) to yield a dark oil which was recrystallised from petroleum ether (bp 40°-60°) to yield 2.05g (12.2%) of pure mesitoylbutyryl ferrocene as a brown soild mp 75°-6°.

Workup

  1. customwas separated
  2. washwashed with water, 2N HCl, saturated sodium bicarbonate and water
  3. dry with materialdried (sodium sulphate)
  4. customto yield a dark oil which
  5. customwas recrystallised from petroleum ether (bp 40°-60°)

Sources & evidence

ORD record
ord-e3474d2c7c584ea9a48e4873af655eb7
Source dataset
uspto-grants-1976_06
Patent number
US03966783

Reaction notes

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