HCID 10898668, compound → HCID 178457256, compound

HRID 1613842Notes

Reaction equation

HRID 1613842 reaction equation
[Cl-].[CH2:2]([N-:4][CH2:5]C)C.[CH2:7]([N-:9][CH2:10]C)C.[CH:12]1([Ti+3:21])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13]1.[CH2:22]([N-:25][CH2:26][CH2:27][CH3:28])[CH2:23][CH3:24].[Li+]>C(OCC)C>[CH2:22]([N-:25][CH2:26][CH2:27][CH3:28])[CH2:23][CH3:24].[CH3:2][N-:4][CH3:5].[CH3:7][N-:9][CH3:10].[CH:12]1([Ti+3:21])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13]1

Participants

4

Reactant 2

HCID 10898668HCID 10898668, compoundHCID 178464058HCID 178464058, compound

Product 1

HCID 178457256HCID 178457256, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
-78 °C

Procedure

A 250 mL Schlenk flask is charged with indenyltitanium bis(diethylamide) chloride, 1 g (2.92 mmole), and diethylether, 100 mL. The mixture is chilled to -78° C. in a dry ice acetone bath and stirred magentically. The lithium di-n-propylamide prepared in Example 4D, step 1, is added to the flask via cannula. The mixture is slowly warmed to room temperature while stirring. The mixture is then refluxed approximately 2 hours. All volatiles are removed under vacuum at room temperature leaving a deeply colored yellow-brown, viscous oil. The residue is placed under high vacuum, 1×10-6Torr, for a few hours in order to remove any unreacted indene. Chloride analysis and NMR indicate the product is sufficiently pure indenyltitanium bis(diethylamide) di-n-propylamide, IX, and is used without further purification.

Workup

  1. temperatureThe mixture is slowly warmed to room temperature
  2. stirringwhile stirring
  3. temperatureThe mixture is then refluxed approximately 2 hours
  4. customAll volatiles are removed under vacuum at room temperature
  5. customleaving a deeply colored yellow-brown, viscous oil
  6. waitThe residue is placed under high vacuum, 1×10-6Torr, for a few hours in order
  7. customto remove any unreacted indene
  8. customis used without further purification

Sources & evidence

ORD record
ord-87b3671b46a541dbb2e357c8f2d453cc
Source dataset
uspto-grants-1993_03
Patent number
US05194532

Reaction notes

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