Tetrahydrofuran → HCID 178506754, compound

HRID 1089912Notes

Reaction equation

HRID 1089912 reaction equation
C([Li:5])(C)(C)C.[CH2:6]([N:8]([CH2:19][CH3:20])[C:9]([C:11]1[C:12](OC)=[N:13][CH:14]=[CH:15][CH:16]=1)=[O:10])[CH3:7].CN(C)CCN(C)C.[O:29]1[CH2:33]CCC1>CCCCC>[CH2:19]([N:8]([CH2:6][CH3:7])[C:9]([C:11]1([O:29][CH3:33])[C:16]([Li:5])=[CH:15][CH:14]=[N:13][CH2:12]1)=[O:10])[CH3:20]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 14476644HCID 14476644, compoundHCID 178418306HCID 178418306, compound

Product 1

HCID 178506754HCID 178506754, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Conditions

Temperature
-80 °C

Procedure

Over a period of several minutes 0.0075 mole of tert.butyllithium (4.41 ml of a 1.7 molar solution in pentane) are added to a solution of 1.041 g (0.005 mole) of 3-diethylaminocarbonyl 2-methoxy pyridine and 1.13 ml (0.0075 mole) of tetramethylethylenediamine in 15 ml of tetrahydrofuran cooled to -80° C. while the temperature is maintained below -80° C. After 20 minutes at this temperature, an orange-colored solution of 3-diethylaminocarbonyl 4-lithio 3-methoxy pyridine is obtained which is used as such.

Workup

  1. temperatureis maintained below -80° C

Sources & evidence

ORD record
ord-a07c6eae29374982a18742f213b1b50b
Source dataset
uspto-grants-1992_01
Patent number
US05079363

Reaction notes

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