Pivalic acid → HCID 178447535, compound

HRID 413456Notes

Reaction equation

HRID 413456 reaction equation
[Cl-].[Cl-].[CH:3]1([Zr+2:12]C2C3C(CC=CC=3)CC2)[C:11]2[CH:6]([CH2:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4]1.[C:22]([OH:28])(=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24].C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:22]([O-:28])(=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24].[C:22]([O-:28])(=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24].[C:22]([O-:28])(=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24].[CH:3]1([Zr+3:12])[C:11]2[CH:6]([CH2:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 6417Pivalic acidHCID 8471TriethylamineHCID 178419947HCID 178419947, compound

Product 1

HCID 178447535HCID 178447535, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of bis(tetrahydroindenyl)zirconium dichloride (1.182 g, 2.950 mmol) and pivalic acid (0.900 g, 8.810 mmol) in toluene (45 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 pale-yellow powder in 75% yield by evaporating the solvent under vacuum. The title compound such prepared exhibit purity above 98% based on NMR results. 1H NMR (toluene-d8) δ 6.24 (t, J=3.1 Hz, 1H), 5.85 (d, J=3.1 Hz, 2H), 2.72 (m, 2H), 2.48 (m, 2H), 1.91 (m, 2H), 1.49 (m, 2H), 1.14 (s, 27H). 13C NMR (toluene-d8) δ 200 and 197 (CO2), 114.4 and 114.1 (Cp), 39.2 (CMe3), 26.48 (CH3), 23.8 and 22.7 (CH2).

Workup

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

Sources & evidence

ORD record
ord-b24cea96bb8a42a8b191c6e970e03b01
Source dataset
uspto-grants-2003_05
Patent number
US06566462B2

Reaction notes

Loading…