Hexane → Lithium cyclohexylisopropylamide

HRID 1657882Notes

Reaction equation

HRID 1657882 reaction equation
CCCCCC.C([Li:11])CCC.[CH:12]([NH:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)([CH3:14])[CH3:13]>O1CCCC1>[CH:12]([N-:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)([CH3:14])[CH3:13].[Li+:11]

Participants

5

Reactant 3

HCID 8058HexaneHCID 62386CyclohexylisopropylamineHCID 178418339Butyllithium

Product 1

HCID 10877271Lithium cyclohexylisopropylamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A flamed-out flask under a nitrogen atmosphere was charged with 175 ml of a hexane solution containing 0.35 mole of n-butyllithium. The flask was immersed in an ice bath and 52 g (0.37 mole) of N-isopropylcyclohexylamine was added dropwise over a 10 minute period. The ice bath was removed and stirring was continued for 10 additional minutes. The hexane was removed under reduced pressure with an oil pump to leave a white residual solid which was dissolved in 1000 ml of tetrahydrofuran.

Workup

  1. customThe flask was immersed in an ice bath
  2. customThe ice bath was removed
  3. customThe hexane was removed under reduced pressure with an oil pump
  4. customto leave a white residual solid which

Sources & evidence

ORD record
ord-bd2592f39a8646c2869cabaa6fe0689e
Source dataset
uspto-grants-1976_06
Patent number
US03962284

Reaction notes

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