Butane → HCID 131718865, compound

HRID 275106Notes

Reaction equation

HRID 275106 reaction equation
C([Li:5])CCC.[CH:6]([N-:9][CH:10]([CH3:12])[CH3:11])([CH3:8])[CH3:7].[CH2:13]([NH:17][CH2:18][CH:19]([CH3:21])[CH3:20])[CH:14]([CH3:16])[CH3:15].CCCC>C1CCCCC1>[CH:6]([N-:9][CH:10]([CH3:12])[CH3:11])([CH3:8])[CH3:7].[Li+:5].[CH2:13]([N-:17][CH2:18][CH:19]([CH3:21])[CH3:20])[CH:14]([CH3:16])[CH3:15]

Participants

6

Reactant 4

HCID 7843ButaneHCID 8085DiisobutylamineHCID 5062348DiisopropylamideHCID 178418339Butyllithium2×

Product 1

HCID 131718865HCID 131718865, compound

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

1759 g (7.65 moles) of 24.2% n-butyllithium in cyclohexane is added over a 90- minute period to 3.70 diisopropylamide and 3.70 moles diisobutyl amine containing 0.3 moles tert butyl alcohol in a 5-liter three-necked flask under nitrogen. The mixture was stirred at a temperature of 20°-30° C. Butane gas evolved during the reaction through an oil by bubbler. The reaction was complete upon final addition of the butyllithium solution. The solution was polish filtered. The final product was 2.7M lithium molar mixed lithium diisopropylamide and diisobutylamide with 3% lithium tert butoxide.

Workup

  1. filtrationfiltered
  2. additionmixed lithium diisopropylamide and diisobutylamide with 3% lithium tert butoxide

Sources & evidence

ORD record
ord-b1bce4329ce84056b5b9556786c9c9ef
Source dataset
uspto-grants-1995_02
Patent number
US05391824

Reaction notes

Loading…