N,N,2-Trimethylaniline → HCID 178506851, compound

HRID 1438893Notes

Reaction equation

HRID 1438893 reaction equation
C([Li:5])CCC.[CH3:6][N:7]([CH3:15])[C:8]1[C:9]([CH3:14])=[CH:10][CH:11]=[CH:12][CH:13]=1>CCCCCC.C(OCC)C>[CH3:6][N:7]([CH3:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][Li:5]

Participants

5

Reactant 2

HCID 11869N,N,2-TrimethylanilineHCID 178418339Butyllithium

Product 1

HCID 178506851HCID 178506851, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8058HexaneSolvent

Procedure

To a mixture of 23 ml of a 1.6 M solution of butyllithium in hexane and 10 ml of ethyl ether was added 5.0 g of N,N-dimethyl-o-toluidine with stirring. The mixture gradually became yellow and overnight a pale yellow solid was deposited. It was separated by filtration and dried, to give 2.0 g of 2-dimethylaminobenzyllithium.

Workup

  1. customovernight
  2. customIt was separated by filtration
  3. customdried

Sources & evidence

ORD record
ord-fa95b779e6894774ac786bff904ca318
Source dataset
uspto-grants-1977_11
Patent number
US04057565

Reaction notes

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