2,6-Lutidine → HCID 19881564, compound

HRID 845107Notes

Reaction equation

HRID 845107 reaction equation
Br[CH:2]1[CH:8](Br)[CH2:7][CH2:6][N:5]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:4](=[O:22])[CH2:3]1.N1C(C)=CC=CC=1C>C1(C)C=CC=CC=1>[CH2:10]([N:5]1[CH2:6][CH:7]=[CH:8][CH:2]=[CH:3][C:4]1=[O:22])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 79372,6-LutidineHCID 20133570HCID 20133570, compound

Product 1

HCID 19881564HCID 19881564, compoundYield 177.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 3.4 g (7.72 mmol) of 4,5-dibromo-1-dodecylazacycloheptan-2-one in 5.79 g (0.054 mol) of 2,6-lutidine was refluxed for 3 hours. After standing at room temperature for 20 hours, toluene was added, and the solution was filtered. The filtrate was concentrated in vacuo and distilled to give 3.8 g of a crude oil which was subjected to flash chromatography (silica gel; 3:1 petroleum ether/ether V/V) to yield pure product.

Workup

  1. filtrationthe solution was filtered
  2. concentrationThe filtrate was concentrated in vacuo
  3. distillationdistilled

Sources & evidence

ORD record
ord-f07743fdfb204672823ba5ee3af3c388
Source dataset
uspto-grants-1988_07
Patent number
US04755535

Reaction notes

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