Zirconium chloride (ZrCl4), (T-4)- → HCID 178440619, compound

HRID 411815Notes

Reaction equation

[C:1]([C:5]1[CH:6]=[C:7]([C:15]2[CH2:16][C:17]3[C:22]([CH:23]=2)=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:24]([Li])[CH2:25][CH2:26][CH3:27].[Cl-:29].[Cl-].[Cl-].[Cl-].[Zr+4:33]>C(OCC)C>[Cl-:29].[Cl-:29].[C:1]([C:5]1[CH:6]=[C:7]([C:15]2[CH:23]([Zr+2:33][CH:24]3[C:17]4[C:27](=[CH:22][CH:23]=[CH:15][CH:16]=4)[CH:26]=[C:25]3[C:7]3[CH:6]=[C:5]([C:1]([CH3:3])([CH3:2])[CH3:4])[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=3)[C:22]3[C:17]([CH:16]=2)=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

Conditions

Temperature: -10 °C

Procedure

2-(3,5-Di-t-butylphenyl)indene (13.8 g, 0.045 mol), and anhydrous diethyl ether (250 mL) were placed in a 1 L three-necked flask under argon. n-Butyllithium (28 mL of a 1.6 M solution in hexanes, 0.045 mol) was added over a thirty minute period at 0° C. The solution was stirred for an additional two hours. Zirconium tetrachloride (5.1 g, 0.022 mol), was added incrementally over a one hour period. The mixture was then stirred overnight. The ethereal solution was chilled to −10° C. and the solids were collected. The solids were taken up in 300 mL of dichloromethane and the residual solids were removed by filtration through celite. The celite was washed with an additional 100 mL of dichloromethane, and the solvents were evaporated to give 11.2 g of product (64%).

Workup

stirringThe mixture was then stirred overnight
customthe solids were collected
customthe residual solids were removed by filtration through celite
washThe celite was washed with an additional 100 mL of dichloromethane
customthe solvents were evaporated

Sources & evidence

ORD record: ord-ba9c084d68374da4850a25badb876f1a
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06559262B1

Reaction notes

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