Zirconium chloride (ZrCl4), (T-4)- → HCID 178462565, compound

HRID 1791973Notes

Reaction equation

HRID 1791973 reaction equation
[CH2:1]([N:3]1[CH:7]=[CH:6][CH-:5][B:4]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:2].[Li+].[Cl-:15].[Cl-].[Cl-].[Cl-].[Zr+4:19]>CCOCC>[Cl-:15].[Cl-:15].[CH2:1]([N:3]1[CH:7]=[CH:6][CH:5]([Zr+2:19][CH:5]2[CH:6]=[CH:7][N:3]([CH2:1][CH3:2])[B:4]2[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[B:4]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:2]

Participants

4

Reactant 2

HCID 9856075Zirconium chloride (ZrCl4), (T-4)-HCID 131725852HCID 131725852, compound

Product 1

HCID 178462565HCID 178462565, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
25 °C

Procedure

A suspension of lithium (1-ethyl-2-phenyl-1,2-azaborolide) (1C), 0.80 g, 4.52 mmol) in 25 mL of ether was added to a suspension of ZrCl4 (0.51 g, 2.19 mmol) in 25 mL of ether at −50° C. The mixture was stirred for 8 h, during which time the mixture warmed to 25° C. The mixture was filtered through diatomaceous earth and the solvent was removed in vacuo. The residue was washed with ether and dried to obtain the desired product (0.65 g, 59 percent). The 1H NMR spectra indicated that the product is a mixture of two diasteromers in the ratio of 4:1. Spectral signals for the major isomer are reported.

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. customthe solvent was removed in vacuo
  3. washThe residue was washed with ether
  4. customdried

Sources & evidence

ORD record
ord-ac255e6bb40c46cda441168046b3c284
Source dataset
uspto-grants-2006_07
Patent number
US07074865B2

Reaction notes

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