Triethylamine → Bis(eta-cyclopentadienyl) iron

HRID 2071424Notes

Reaction equation

HRID 2071424 reaction equation
[C-:1]1(CC(Cl)=O)[CH:5]=[CH:4][CH:3]=[CH:2]1.[C-:10]1(CC(Cl)=O)[CH:14]=[CH:13][CH:12]=[CH:11]1.[Fe+2:19].CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O.C(N(CC)CC)C.[Na]>ClCCl>[CH-:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1.[Fe+2:19]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 110826-Aminopenicillanic acidHCID 5360545SodiumHCID 178521135HCID 178521135, compound

Product 1

HCID 7611Bis(eta-cyclopentadienyl) iron

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
15 °C

Procedure

1,1'-ferrocenediacetyl chloride (2 g, 0.006 m) in dichloromethane (10 cm3) added dropwise to mixture of 6-aminopenicillanic acid (2.6 g, 0.012 m) and triethylamine (2.42 g, 0.024 m) in dichloromethane (30 cm3) at 0° C. Mixture stirred for 15 minutes at 0° C. and 1 hour at 15° C. Procedure as for previous penicillins. Yield of sodium salt of 1,1'-bis(6-acetamido-penicillanic acid)ferrocene was 2.63 g (59%).

Sources & evidence

ORD record
ord-b23b99f8b7f5495a8eee34355c14bd00
Source dataset
uspto-grants-1977_09
Patent number
US04046903

Reaction notes

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