Potassium Carbonate → HCID 21276159, compound

HRID 1381504Notes

Reaction equation

HRID 1381504 reaction equation
C([O:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:10]2[C:15]=1[CH:14]=[CH:13][NH:12][CH:11]=2)(=O)C.C([O-])([O-])=O.[K+].[K+]>Cl>[OH:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:10]2[C:15]=1[CH:14]=[CH:13][NH:12][CH:11]=2

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 21276160HCID 21276160, compound

Product 1

HCID 21276159HCID 21276159, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 5-acetyloxycyclohepta[1,2-c]pyridine in hydrochloric acid (75 ml, ca. 5 N) was heated and stirred at its reflux temperature for 61/2 hrs. The resulting red-colored solution was stirred overnight, then neutralized with solid K2CO3 (pH=8) and the oily precipitate extracted with methylene chloride. The organic phase was separated, washed with brine, and dried (MgSO4). Filtration through celite gave a light yellow filtrate which on concentration gave a gummy brown solid. The solid was triturated with hexane and collected by filtration. The yield of light tan solid was 5.10 g (59%), m.p. 127°-129° C.

Workup

  1. temperaturereflux temperature for 61/2 hrs
  2. stirringThe resulting red-colored solution was stirred overnight
  3. extractionthe oily precipitate extracted with methylene chloride
  4. customThe organic phase was separated
  5. washwashed with brine
  6. dry with materialdried (MgSO4)
  7. filtrationFiltration through celite
  8. customgave a light yellow filtrate which
  9. concentrationon concentration
  10. customgave a gummy brown solid
  11. customThe solid was triturated with hexane
  12. filtrationcollected by filtration

Sources & evidence

ORD record
ord-fc6f1b938346487d96e7630cd1f4c831
Source dataset
uspto-grants-1989_02
Patent number
US04803210

Reaction notes

Loading…