Toluene → HCID 178506761, compound

HRID 2213931Notes

Reaction equation

HRID 2213931 reaction equation
[C:1]([NH-:5])([CH3:4])([CH3:3])[CH3:2].[Li+:6].C1COCC1.C1(C)C=CC=CC=1.[CH3:19][C:20]1[C:25]([CH3:26])=[C:24]([CH3:27])[C:22](=[CH2:23])[C:21]=1[CH3:28]>CCCCC>[C:1]([NH:5][CH2:23][C:22]1([Li:6])[C:24]([CH3:27])=[C:25]([CH3:26])[C:20]([CH3:19])=[C:21]1[CH3:28])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 1140TolueneHCID 8028TetrahydrofuranHCID 144751TetramethylfulveneHCID 10964401Lithium t-butylamide

Product 1

HCID 178506761HCID 178506761, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

200 mg (2.53 mmol) of lithium tert-butylamide are dissolved in 50 ml of pentane and 2 ml of THF and admixed with 2.5 g of a 9:1 mixture of toluene and 2,3,4,5-tetramethylfulvene. The reaction solution is stirred overnight, which results in precipitation of the product. The solvent is removed under reduced pressure, the residue is taken up in pure pentane and collected on a frit. After washing twice with 20 ml each time of pentane, the white, pulverulent product is dried under reduced pressure.

Workup

  1. customwhich results in precipitation of the product
  2. customThe solvent is removed under reduced pressure
  3. customcollected on a frit
  4. washAfter washing twice with 20 ml each time of pentane
  5. customthe white, pulverulent product is dried under reduced pressure

Sources & evidence

ORD record
ord-e803fffe37a7469fa2206e010e17d208
Source dataset
uspto-grants-2006_09
Patent number
US07105690B2

Reaction notes

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