HCID 178478629, compound → HCID 178528074, compound

HRID 1759682Notes

Reaction equation

HRID 1759682 reaction equation
[C:1]1([Li])[CH:16]=[CH:15][CH:14]=[C:13]2[C:2]=1[CH:3]=[C:4]1[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[N:6]=[C:5]12.[Cl-].[Cl-].[Cl-].C1([Zr+3:26])C=CC=C1>C1(C)C=CC=CC=1.C(OCC)C>[C:1]1([Zr:26])[CH:16]=[CH:15][CH:14]=[C:13]2[C:2]=1[CH:3]=[C:4]1[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[N:6]=[C:5]12

Participants

5

Reactant 2

HCID 178478629HCID 178478629, compoundHCID 178506658HCID 178506658, compound

Product 1

HCID 178528074HCID 178528074, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent2×HCID 3283Diethyl EtherSolvent2×

Procedure

A sample of the indeno[1,2-b]indolyl lithium salt produced above (10 g, 42 mmol) is dissolved in toluene (95 mL) to produce an orange slurry. Diethyl ether (35 mL) is added slowly to give an orange solution. This solution is added over 15 min. at room temperature with stirring to a slurry of cyclopentadienylzirconium trichloride (11 g, 42 mmol) in toluene (190 mL) and diethyl ether (190 mL). The mixture turns deep red and is kept at room temperature overnight. The slurry is filtered to recover a red solid, which is washed with toluene (200 mL) and dried under vacuum. Yield of complex 10: 16.5 g. The 1H NMR spectrum is consistent with the proposed structure:

Workup

  1. customto produce an orange slurry
  2. customto give an orange solution
  3. additionThis solution is added over 15 min. at room temperature
  4. filtrationThe slurry is filtered
  5. customto recover a red solid, which
  6. washis washed with toluene (200 mL)
  7. customdried under vacuum

Sources & evidence

ORD record
ord-104824d793ea47af853a212c5ecfdd3a
Source dataset
uspto-grants-2005_01
Patent number
US06838410B2

Reaction notes

Loading…