Triethylamine → HCID 13728729, compound

HRID 256416Notes

Reaction equation

HRID 256416 reaction equation
C(N([CH2:6][CH3:7])CC)C.[CH:8]1([C:14](Cl)=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>C1(C)C=CC=CC=1>[CH:8]1([C:14]2[O:15][C:7]3[CH:6]=[CH:12][CH:13]=[CH:8][C:9]=3[CH:10]=2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 75938Cyclohexanecarbonyl chloride

Product 1

HCID 13728729HCID 13728729, compoundYield 147.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 13 g (0.0289 mole) of the above product, 8.77 g triethylamine and 4.66 g (0.0318 mole) cyclohexylcarbonyl chloride and 120 ml toluene was heated at reflux under nitrogen for six hours, cooled, filtered to remove insoluble matter and the filtrate concentrated in vacuo. The residual solid was flash chromatographed, eluting with hexane to obtain 4.7 g (81%) of white crystals, m.p. 32°-34° C. Mass spectrum (m/e): 200 (M+).

Workup

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen for six hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customto remove insoluble matter
  6. concentrationthe filtrate concentrated in vacuo
  7. customchromatographed
  8. washeluting with hexane

Sources & evidence

ORD record
ord-fa673ceb6d44451cb6f8431d5cc5b08b
Source dataset
uspto-grants-1987_10
Patent number
US04703052

Reaction notes

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