3-Methyl-5,6,7,8-tetrahydroquinoline → HCID 178506833, compound

HRID 971500Notes

Reaction equation

HRID 971500 reaction equation
[CH2:1]([Li:5])[CH2:2][CH2:3][CH3:4].[CH3:6][C:7]1[CH:8]=[N:9][C:10]2CCCC[C:15]=2[CH:16]=1>CCCCCC.O1CCCC1>[Li:5][CH:1]1[C:10]2[N:9]=[CH:8][C:7]([CH3:6])=[CH:16][C:15]=2[CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 1200283-Methyl-5,6,7,8-tetrahydroquinolineHCID 178418339Butyllithium

Product 1

HCID 178506833HCID 178506833, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

A solution of n-butyl-lithium (15% w/w, 36 ml, 0.05 mole) in hexane was added portionwise to a stirred solution of 3-methyl-5,6,7,8-tetrahydroquinoline (7.3 g, 0.05 mole) in dry tetrahydrofuran (50 ml.) at 0° under nitrogen. After the addition the solution was stirred for 0.5 hour to give a dark red solution of 8-lithio-3-methyl-5,6,7,8-tetrahydroquinoline.

Workup

  1. additionAfter the addition the solution

Sources & evidence

ORD record
ord-1887102c2bfb4936b1d086df71816f8a
Source dataset
uspto-grants-1979_07
Patent number
US04160094

Reaction notes

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