Sodium Hydroxide → HCID 12911915, compound

HRID 847780Notes

Reaction equation

HRID 847780 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]carbazol-5-carboxylate, followed by heat-refluxing for 2 hours. The reaction system changed from a suspension state 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]carbazol-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-84475d5d9aa547ec8f7bc9355180495b
Source dataset
uspto-grants-1981_10
Patent number
US04293694

Reaction notes

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