Hexane → HCID 136388608, compound

HRID 1984797Notes

Reaction equation

HRID 1984797 reaction equation
C([Li])CCC.CCCCCC.[C:12]([C:16]1[CH:46]=[C:45]([C:47]([CH3:50])([CH3:49])[CH3:48])[CH:44]=[C:18]([CH:19]=[N:20][C@H:21]2[CH2:26][CH2:25][CH2:24][CH2:23][C@@H:22]2[N:27]=[CH:28][C:29]2[C:30](=[C:32]([C:40]([CH3:43])([CH3:42])[CH3:41])[CH:33]=[C:34]([C:36]([CH3:39])([CH3:38])[CH3:37])[CH:35]=2)[OH:31])[C:17]=1[OH:51])([CH3:15])([CH3:14])[CH3:13].[Cl:52][Ti:53](Cl)(Cl)Cl>C(OCC)C>[C:40]([C:32]1[CH:33]=[C:34]([C:36]([CH3:39])([CH3:38])[CH3:37])[CH:35]=[C:29]([CH:28]=[N:27][C@H:22]2[CH2:23][CH2:24][CH2:25][CH2:26][C@@H:21]2[N:20]=[CH:19][C:18]2[C:17](=[C:16]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:46]=[C:45]([C:47]([CH3:48])([CH3:49])[CH3:50])[CH:44]=2)[OH:51])[C:30]=1[OH:31])([CH3:41])([CH3:42])[CH3:43].[Cl-:52].[Cl-:52].[Ti+4:53]

Participants

6

Reactant 4

HCID 8058HexaneHCID 24193Titanium TetrachlorideHCID 135415899(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamineHCID 178418339Butyllithium

Product 1

HCID 136388608HCID 136388608, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.4 ml of a solution of n-butyllithium in hexane (3.6 mmol. 2.5M) was slowly added at room temperature to a solution of 1 g (1.8 mmol) of (S,S)-(+)-N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-diaminocyclohexane in 70 ml of diethyl ether. The yellow solution was stirred at room temperature for 1.5 hours and subsequently admixed with 0.34 g (1.8 mmol) of TiCl4. The reaction mixture was stirred at room temperature for 18 hours, subsequently filtered and the solvent was removed in an oil pump vacuum. This gave 0.85 g of (1) as a red, free-flowing powder.

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 18 hours
  2. filtrationsubsequently filtered
  3. customthe solvent was removed in an oil pump vacuum

Sources & evidence

ORD record
ord-11437e010555417a9bfe841bab435455
Source dataset
uspto-grants-2009_06
Patent number
US07544749B2

Reaction notes

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