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Bis(eta-cyclopentadienyl) iron → Bis(eta-cyclopentadienyl) iron

HRID 249569
Notes
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Reaction equation

HRID 249569 reaction equation
Cl[Sn]Cl.[Cl:4][CH2:5][CH2:6][CH2:7][C:8]([C-:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1)=[O:9].[CH-:15]1[CH:19]=[CH:18][CH:17]=[CH:16]1.[Fe+2:20].[CH-:21]1[CH:25]=[CH:24][CH:23]=[CH:22]1.[CH-:26]1[CH:30]=[CH:29][CH:28]=[CH:27]1.[Fe+2].[Cl:32][CH2:33][CH2:34][CH2:35][C:36]([C-]1C=CC=C1)=[O:37].[C-]1(C(=O)CCC[Cl:52])C=CC=C1.[Fe+2]>C(Cl)Cl.[Al+3].[Cl-].[Cl-].[Cl-].O=[Pt]=O.C(O)(=O)C>[Cl:4][CH2:5][CH2:6][CH2:7][C:8]([C-:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1)=[O:9].[CH-:15]1[CH:19]=[CH:18][CH:17]=[CH:16]1.[Fe+2:20].[CH-:21]1[CH:25]=[CH:24][CH:23]=[CH:22]1.[CH-:26]1[CH:30]=[CH:29][CH:28]=[CH:27]1.[Fe+2:20].[Cl:32][CH2:33][CH2:34][CH2:35][C:36]([Cl:52])=[O:37]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

11

Reactant 4

HCID 7611Bis(eta-cyclopentadienyl) ironHCID 24479Stannous ChlorideHCID 178520619HCID 178520619, compoundHCID 178520620HCID 178520620, compound

Product 3

HCID 7611Bis(eta-cyclopentadienyl) ironHCID 783704-Chlorobutyryl chloride
HCID 178520619
HCID 178520619, compound

Reagents, catalysts & solvents 4

HCID 345198Adams' catalystCatalystHCID 6451240Aluminum(III) ChlorideCatalystHCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

In an inert atmosphere, 170 mg of PtO2.xH2O (containing 80% of Pt) and 5 mg of anhydrous SnCl2 are introduced into the glass beaker. 120 cm3 of glacial acetic acid and 29.1 g (0.10 mol) of 4-chlorobutyroylferrocene whose main impurities are 1.4% by weight of ferrocene and 0.88% by weight of 1,1'-di(4-chlorobutyroyl)ferrocene are then poured in. This 4-chlorobutyroylferrocene was obtained in the customary manner by a reaction of the Friedel-Crafts type between ferrocene and 4-chlorobutyryl chloride in CH2Cl2 in the presence of AlCl3 as catalyst, followed by recrystallisation of the crude product obtained from hexane.

Workup

  1. additionare introduced into the glass beaker
  2. additionare then poured in

Sources & evidence

ORD record
ord-7535c6cada5e4d8aa4c298bdb54a4fc2
Source dataset
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05214175

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes