Benzoic Acid → HCID 178442029, compound

HRID 1108545Notes

Reaction equation

HRID 1108545 reaction equation
[Cl-].[Cl-].[CH2:3]([C:7]1([Zr+2:12]C2(CCCC)C=CC=C2)[CH:11]=[CH:10][CH:9]=[CH:8]1)[CH2:4][CH2:5][CH3:6].[C:22]([OH:30])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:22]([O-:30])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[C:22]([O-:30])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[C:22]([O-:30])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[CH2:3]([C:7]1([Zr+3:12])[CH:11]=[CH:10][CH:9]=[CH:8]1)[CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 243Benzoic AcidHCID 8471TriethylamineHCID 178442027HCID 178442027, compound

Product 1

HCID 178442029HCID 178442029, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of bis (n-butylcyclopentadienyl)zirconium dichloride (1.001 g, 2.477 mmol ) and benzoic acid (0.900 g, 7.371 mmol ) in toluene (40 ml) at 25° C. was added triethylamine (0.871 g, 8.610 mmol ) with stirring. A white precipitate formed immediately which was removed by filtration. The title compound was isolated as a dark yellow oil in 84% yield by evaporating the solvent under vacuum. The title compound such prepared exhibit purity above 95% based on NMR results. 1H NMR (toluene-d8) δ 8.08 (s,6H), 7.01 (m,9H), 6.47 (m,2H), 6.22 (m, 2H), 2.80(t,J=7.6 Hz, 2H), 1.54 (m, 2H), 1.26 (m, 2H), 0.84 (t, J=7.2 Hz 3H).

Workup

  1. customA white precipitate formed immediately which
  2. customwas removed by filtration

Sources & evidence

ORD record
ord-f40526311d24401cac2999cfe678728c
Source dataset
uspto-grants-2000_05
Patent number
US06069109

Reaction notes

Loading…