Sodium Hydroxide → HCID 12911915, compound

HRID 2058491Notes

Reaction equation

HRID 2058491 reaction equation
[OH-].[Na+].[O:3]=[C:4]1[C:9]2[CH:10]=[CH:11][CH:12]=[C:13]3[CH:14]4[CH:19]([N:7]([C:8]=23)[CH:6]=[C:5]1[C:20]([O:22]CC)=[O:21])[CH2:18][CH2:17][CH2:16][CH2:15]4>O>[O:3]=[C:4]1[C:9]2[CH:10]=[CH:11][CH:12]=[C:13]3[CH:14]4[CH:19]([N:7]([C:8]=23)[CH:6]=[C:5]1[C:20]([OH:22])=[O:21])[CH2:18][CH2:17][CH2:16][CH2:15]4

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12911916HCID 12911916, compound

Product 1

HCID 12911915HCID 12911915, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

250 ml of a 10% aqueous sodium hydroxide solution was added to 28 g of ethyl 7a,8,9,10,11,11a-hexahydro-4-oxo-4H-pyrido[3,2,1-jk]carbazole-5-carboxylate, followed by heat-refluxing for 2 hours. The reaction system changed from a suspension to a uniform solution as the reaction proceeded. 200 ml of water was added to the reaction mixture which was then filtered, and the filtrate was rendered acidic with concentrated hydrochloric acid to precipitate light yellow crystals. The crystals were separated by filtration, washed successively with water and a small amount of ethanol, dried and recrystallized from chloroform-hexane (1:1 by volume) to obtain 16 g of 7a,8,9,10,11,11a-hexahydro-4-oxo-4H-pyrido[3,2,1-jk]carbazole-5-carboxylic acid as light yellow amorphous crystals having a melting point of 238°-241° C.

Workup

  1. temperatureby heat-refluxing for 2 hours
  2. filtrationwas then filtered
  3. customto precipitate light yellow crystals
  4. customThe crystals were separated by filtration
  5. washwashed successively with water
  6. dry with materiala small amount of ethanol, dried
  7. customrecrystallized from chloroform-hexane (1:1 by volume)

Sources & evidence

ORD record
ord-64da15d79fde4096b2b7d5cb4212b6f7
Source dataset
uspto-grants-1982_03
Patent number
US04317820

Reaction notes

Loading…