Potassium tert-butoxide → HCID 13702608, compound

HRID 1732403Notes

Reaction equation

HRID 1732403 reaction equation
C(=[C:5]1[CH:10]=[C:9]([CH2:11][NH2:12])[CH:8]=[CH:7][NH:6]1)C(C)C.[CH3:13][C:14]([O-])([CH3:16])[CH3:15].[K+]>C1(C)C=CC=CC=1>[N:6]1[CH:5]=[CH:10][C:9]([CH:11]=[N:12][CH2:13][CH:14]([CH3:16])[CH3:15])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 70542795HCID 70542795, compound

Product 1

HCID 13702608HCID 13702608, compoundYield 2,933%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
40 °C

Procedure

96 g (0.593 mol) of isobutylidene-4-aminomethylpyridine is added dropwise at 40° C. in the course of 30 minutes, with stirring, to a suspension of 2 g (0.0179 mol) of potassium tert-butylate in 100 ml of toluene. The reaction mixture becomes in the process darkish red-brown. It is stirred at 40° C. for a further 1.5 hours, and the toluene is distilled off in a water-jet vacuum. The residue is then distilled in an oil-pump vacuum to obtain 85 g (0.525 mol) of 4-pyridylmethylidene-isobutylamine as a slightly yellowish liquid, corresponding to a yield of 88.5% of theory; b.p. 62°-63° C./1.3 Pa; nD20 =1.5166.

Workup

  1. distillationthe toluene is distilled off in a water-jet vacuum
  2. distillationThe residue is then distilled in an oil-pump vacuum

Sources & evidence

ORD record
ord-611dcc83345440d7b80511d45a00e702
Source dataset
uspto-grants-1980_12
Patent number
US04237275

Reaction notes

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